Maslak, Veselin

Link to this page

Authority KeyName Variants
orcid::0000-0002-5735-3953
  • Maslak, Veselin (16)
  • Maslak, Veselin R. (1)
Projects
Design, synthesis and investigations of fullerene based nanomolecular machines European Union’s Horizon 2020 research and innovation programme under grant agreement No 870292 (BioICEP)
Computational design, synthesis and biological evaluation of new heterocyclic compounds as selective tumorogenesis inhibitors High-Performance Computing Infrastructure for South East Europe's Research Communities
Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM)
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200161 (University of Belgrade, Faculty of Pharmacy) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200168 (University of Belgrade, Faculty of Chemistry)
Razvoj novih sintetičkih metoda i njihova primena u sintezi prirodnih proizvoda i biološki aktivnih jedinjenja NATOs Public Diplomacy Division in the framework of "Science for Peace" project [SfP983638]
The European Union’s Horizon 2020 Research and Innovation Programme under grant agreement No. 870292 (BioICEP) The National Natural Science Foundation of China (Nos. 31961133014)
The National Natural Science Foundation of China (Nos. 31961133015) The National Natural Science Foundation of China (Nos. 31961133016)

Author's Bibliography

Set of Small Molecule Polyurethane (PU) Model Substrates: Ecotoxicity Evaluation and Identification of PU Degrading Biocatalysts

Pantelić, Brana; Skaro Bogojević, Sanja; Milivojević, Dušan; Ilić-Tomić, Tatjana; Lončarević, Branka; Beškoski, Vladimir; Maslak, Veselin; Guzik, Maciej; Makryniotis, Konstantinos; Taxeidis, George; Siaperas, Romanos; Topakas, Evangelos; Nikodinović-Runić, Jasmina

(Switzerland : Multidisciplinary Digital Publishing Institute (MDPI), 2023)

TY  - JOUR
AU  - Pantelić, Brana
AU  - Skaro Bogojević, Sanja
AU  - Milivojević, Dušan
AU  - Ilić-Tomić, Tatjana
AU  - Lončarević, Branka
AU  - Beškoski, Vladimir
AU  - Maslak, Veselin
AU  - Guzik, Maciej
AU  - Makryniotis, Konstantinos
AU  - Taxeidis, George
AU  - Siaperas, Romanos
AU  - Topakas, Evangelos
AU  - Nikodinović-Runić, Jasmina
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5789
AB  - Polyurethanes (PUs) are an exceedingly heterogeneous group of plastic polymers, widely used in a variety of industries from construction to medical implants. In the past decades, we have witnessed the accumulation of PU waste and its detrimental environmental impacts. PUs have been identified as one of the most toxic polymers leaching hazardous compounds derived both from the polymer itself and the additives used in production. Further environmental impact assessment, identification and characterization of substances derived from PU materials and establishing efficient degradation strategies are crucial. Thus, a selection of eight synthetic model compounds which represent partial PU hydrolysis products were synthesized and characterized both in terms of toxicity and suitability to be used as substrates for the identification of novel biocatalysts for PU biodegradation. Overall, the compounds exhibited low in vitro cytotoxicity against a healthy human fibroblast cell line and virtually no toxic effect on the nematode Caenorhabditis elegans up to 500 µg mL−1, and two of the substrates showed moderate aquatic ecotoxicity with EC50 values 53 µg mL−1 and 45 µg mL−1, respectively, on Aliivibrio fischeri. The compounds were successfully applied to study the mechanism of ester and urethane bond cleaving preference of known plastic-degrading enzymes and were used to single out a novel PU-degrading biocatalyst, Amycolatopsis mediterranei ISP5501, among 220 microbial strains. A. mediterranei ISP5501 can also degrade commercially available polyether and polyester PU materials, reducing the average molecular number of the polymer up to 13.5%. This study uncovered a biocatalyst capable of degrading different types of PUs and identified potential enzymes responsible as a key step in developing biotechnological process for PU waste treatment options.
PB  - Switzerland : Multidisciplinary Digital Publishing Institute (MDPI)
T2  - Catalysts
T1  - Set of Small Molecule Polyurethane (PU) Model Substrates: Ecotoxicity Evaluation and Identification of PU Degrading Biocatalysts
VL  - 13
IS  - 2
SP  - 278
DO  - 10.3390/catal13020278
ER  - 
@article{
author = "Pantelić, Brana and Skaro Bogojević, Sanja and Milivojević, Dušan and Ilić-Tomić, Tatjana and Lončarević, Branka and Beškoski, Vladimir and Maslak, Veselin and Guzik, Maciej and Makryniotis, Konstantinos and Taxeidis, George and Siaperas, Romanos and Topakas, Evangelos and Nikodinović-Runić, Jasmina",
year = "2023",
abstract = "Polyurethanes (PUs) are an exceedingly heterogeneous group of plastic polymers, widely used in a variety of industries from construction to medical implants. In the past decades, we have witnessed the accumulation of PU waste and its detrimental environmental impacts. PUs have been identified as one of the most toxic polymers leaching hazardous compounds derived both from the polymer itself and the additives used in production. Further environmental impact assessment, identification and characterization of substances derived from PU materials and establishing efficient degradation strategies are crucial. Thus, a selection of eight synthetic model compounds which represent partial PU hydrolysis products were synthesized and characterized both in terms of toxicity and suitability to be used as substrates for the identification of novel biocatalysts for PU biodegradation. Overall, the compounds exhibited low in vitro cytotoxicity against a healthy human fibroblast cell line and virtually no toxic effect on the nematode Caenorhabditis elegans up to 500 µg mL−1, and two of the substrates showed moderate aquatic ecotoxicity with EC50 values 53 µg mL−1 and 45 µg mL−1, respectively, on Aliivibrio fischeri. The compounds were successfully applied to study the mechanism of ester and urethane bond cleaving preference of known plastic-degrading enzymes and were used to single out a novel PU-degrading biocatalyst, Amycolatopsis mediterranei ISP5501, among 220 microbial strains. A. mediterranei ISP5501 can also degrade commercially available polyether and polyester PU materials, reducing the average molecular number of the polymer up to 13.5%. This study uncovered a biocatalyst capable of degrading different types of PUs and identified potential enzymes responsible as a key step in developing biotechnological process for PU waste treatment options.",
publisher = "Switzerland : Multidisciplinary Digital Publishing Institute (MDPI)",
journal = "Catalysts",
title = "Set of Small Molecule Polyurethane (PU) Model Substrates: Ecotoxicity Evaluation and Identification of PU Degrading Biocatalysts",
volume = "13",
number = "2",
pages = "278",
doi = "10.3390/catal13020278"
}
Pantelić, B., Skaro Bogojević, S., Milivojević, D., Ilić-Tomić, T., Lončarević, B., Beškoski, V., Maslak, V., Guzik, M., Makryniotis, K., Taxeidis, G., Siaperas, R., Topakas, E.,& Nikodinović-Runić, J.. (2023). Set of Small Molecule Polyurethane (PU) Model Substrates: Ecotoxicity Evaluation and Identification of PU Degrading Biocatalysts. in Catalysts
Switzerland : Multidisciplinary Digital Publishing Institute (MDPI)., 13(2), 278.
https://doi.org/10.3390/catal13020278
Pantelić B, Skaro Bogojević S, Milivojević D, Ilić-Tomić T, Lončarević B, Beškoski V, Maslak V, Guzik M, Makryniotis K, Taxeidis G, Siaperas R, Topakas E, Nikodinović-Runić J. Set of Small Molecule Polyurethane (PU) Model Substrates: Ecotoxicity Evaluation and Identification of PU Degrading Biocatalysts. in Catalysts. 2023;13(2):278.
doi:10.3390/catal13020278 .
Pantelić, Brana, Skaro Bogojević, Sanja, Milivojević, Dušan, Ilić-Tomić, Tatjana, Lončarević, Branka, Beškoski, Vladimir, Maslak, Veselin, Guzik, Maciej, Makryniotis, Konstantinos, Taxeidis, George, Siaperas, Romanos, Topakas, Evangelos, Nikodinović-Runić, Jasmina, "Set of Small Molecule Polyurethane (PU) Model Substrates: Ecotoxicity Evaluation and Identification of PU Degrading Biocatalysts" in Catalysts, 13, no. 2 (2023):278,
https://doi.org/10.3390/catal13020278 . .
2
5
2

Exploring fullerene derivatives for optoelectronic applications: synthesis and characterization study

Jakšić, Jovana; Milinković, Evgenija; Cvetanović, Katarina; Vujošević, Zorana Tokić; Jovanov, Vladislav; Mitrović, Aleksandra; Maslak, Veselin

(Royal Society of Chemistry (RSC), 2023)

TY  - JOUR
AU  - Jakšić, Jovana
AU  - Milinković, Evgenija
AU  - Cvetanović, Katarina
AU  - Vujošević, Zorana Tokić
AU  - Jovanov, Vladislav
AU  - Mitrović, Aleksandra
AU  - Maslak, Veselin
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7231
AB  - In this study, we conducted a comprehensive investigation of newly synthesized fullerene derivatives developed for potential application in perovskite solar cells (PSCs). We explored three novel dihydrofuran-fused C60 fullerene derivatives (13, 14, and 15) that were specifically designed to enhance solubility and interaction with the substrate, fluorine-doped tin oxide (FTO). A comparative analysis was performed, with reference to the widely used phenyl-C61-butyric acid methyl ester (PCBM) and compound 12, from which 13, 14, and 15 are derived, to assess the impact of sugar units on materials properties. The synthesized compounds demonstrated significant solubility in common organic solvents, a critical factor in their potential application in wet-processed PSCs. Our investigation included electrochemical property analysis, thin film deposition, surface characterization, and electrochemical impedance spectroscopy (EIS). EIS measurements unveiled key insights into charge transfer properties at the electrode/electrolyte interface, making the compounds attractive candidates for electron transport layers (ETLs) in PSCs.
PB  - Royal Society of Chemistry (RSC)
T2  - Physical Chemistry Chemical Physics
T1  - Exploring fullerene derivatives for optoelectronic applications: synthesis and characterization study
VL  - 26
IS  - 1
SP  - 517
EP  - 523
DO  - 10.1039/D3CP04322C
ER  - 
@article{
author = "Jakšić, Jovana and Milinković, Evgenija and Cvetanović, Katarina and Vujošević, Zorana Tokić and Jovanov, Vladislav and Mitrović, Aleksandra and Maslak, Veselin",
year = "2023",
abstract = "In this study, we conducted a comprehensive investigation of newly synthesized fullerene derivatives developed for potential application in perovskite solar cells (PSCs). We explored three novel dihydrofuran-fused C60 fullerene derivatives (13, 14, and 15) that were specifically designed to enhance solubility and interaction with the substrate, fluorine-doped tin oxide (FTO). A comparative analysis was performed, with reference to the widely used phenyl-C61-butyric acid methyl ester (PCBM) and compound 12, from which 13, 14, and 15 are derived, to assess the impact of sugar units on materials properties. The synthesized compounds demonstrated significant solubility in common organic solvents, a critical factor in their potential application in wet-processed PSCs. Our investigation included electrochemical property analysis, thin film deposition, surface characterization, and electrochemical impedance spectroscopy (EIS). EIS measurements unveiled key insights into charge transfer properties at the electrode/electrolyte interface, making the compounds attractive candidates for electron transport layers (ETLs) in PSCs.",
publisher = "Royal Society of Chemistry (RSC)",
journal = "Physical Chemistry Chemical Physics",
title = "Exploring fullerene derivatives for optoelectronic applications: synthesis and characterization study",
volume = "26",
number = "1",
pages = "517-523",
doi = "10.1039/D3CP04322C"
}
Jakšić, J., Milinković, E., Cvetanović, K., Vujošević, Z. T., Jovanov, V., Mitrović, A.,& Maslak, V.. (2023). Exploring fullerene derivatives for optoelectronic applications: synthesis and characterization study. in Physical Chemistry Chemical Physics
Royal Society of Chemistry (RSC)., 26(1), 517-523.
https://doi.org/10.1039/D3CP04322C
Jakšić J, Milinković E, Cvetanović K, Vujošević ZT, Jovanov V, Mitrović A, Maslak V. Exploring fullerene derivatives for optoelectronic applications: synthesis and characterization study. in Physical Chemistry Chemical Physics. 2023;26(1):517-523.
doi:10.1039/D3CP04322C .
Jakšić, Jovana, Milinković, Evgenija, Cvetanović, Katarina, Vujošević, Zorana Tokić, Jovanov, Vladislav, Mitrović, Aleksandra, Maslak, Veselin, "Exploring fullerene derivatives for optoelectronic applications: synthesis and characterization study" in Physical Chemistry Chemical Physics, 26, no. 1 (2023):517-523,
https://doi.org/10.1039/D3CP04322C . .

Regio‐ and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis

Jovanović, Miloš; Jovanović, Predrag; Tasić, Gordana; Simić, Milena R.; Maslak, Veselin; Rakić, Srđan; Rodić, Marko; Vlahović, Filip; Petković, Miloš; Savić, Vladimir

(John Wiley and Sons Inc, 2023)

TY  - JOUR
AU  - Jovanović, Miloš
AU  - Jovanović, Predrag
AU  - Tasić, Gordana
AU  - Simić, Milena R.
AU  - Maslak, Veselin
AU  - Rakić, Srđan
AU  - Rodić, Marko
AU  - Vlahović, Filip
AU  - Petković, Miloš
AU  - Savić, Vladimir
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7166
AB  - Enallenylamideshave been utilizedforthe synthesisof heterobicycle[4.2.0]octanederiva-tives via Ir/hν promoted[2+2] cycloadditionreaction.The reactionspecificallytargets the distaldoublebond of the allene moiety, and resultsin theexclusiveformationof thetransproduct.Theprocessis conductedat room temperatureand underan inert atmosphere.An extensivestudy on thesubstituentpropensitiesduringthe cycloadditionstep revealedvariableeffects.Electron-withdrawinggroupsconjugatedwith the doublebond participat-ing in the cycloadditioneither hinderedthe processor reducedits yield. Conversely, electron-donatingsubstituentsenhancedthe efficiency, resultinginproductyields rangingfrom 60% to 88%. Our studyalso demonstratedthe influenceof protectinggroupson the reactionpathway.
PB  - John Wiley and Sons Inc
T2  - Advanced Synthesis and Catalysis
T1  - Regio‐ and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis
VL  - 365
IS  - 15
SP  - 2516
EP  - 2523
DO  - 10.1002/adsc.202300301
ER  - 
@article{
author = "Jovanović, Miloš and Jovanović, Predrag and Tasić, Gordana and Simić, Milena R. and Maslak, Veselin and Rakić, Srđan and Rodić, Marko and Vlahović, Filip and Petković, Miloš and Savić, Vladimir",
year = "2023",
abstract = "Enallenylamideshave been utilizedforthe synthesisof heterobicycle[4.2.0]octanederiva-tives via Ir/hν promoted[2+2] cycloadditionreaction.The reactionspecificallytargets the distaldoublebond of the allene moiety, and resultsin theexclusiveformationof thetransproduct.Theprocessis conductedat room temperatureand underan inert atmosphere.An extensivestudy on thesubstituentpropensitiesduringthe cycloadditionstep revealedvariableeffects.Electron-withdrawinggroupsconjugatedwith the doublebond participat-ing in the cycloadditioneither hinderedthe processor reducedits yield. Conversely, electron-donatingsubstituentsenhancedthe efficiency, resultinginproductyields rangingfrom 60% to 88%. Our studyalso demonstratedthe influenceof protectinggroupson the reactionpathway.",
publisher = "John Wiley and Sons Inc",
journal = "Advanced Synthesis and Catalysis",
title = "Regio‐ and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis",
volume = "365",
number = "15",
pages = "2516-2523",
doi = "10.1002/adsc.202300301"
}
Jovanović, M., Jovanović, P., Tasić, G., Simić, M. R., Maslak, V., Rakić, S., Rodić, M., Vlahović, F., Petković, M.,& Savić, V.. (2023). Regio‐ and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis. in Advanced Synthesis and Catalysis
John Wiley and Sons Inc., 365(15), 2516-2523.
https://doi.org/10.1002/adsc.202300301
Jovanović M, Jovanović P, Tasić G, Simić MR, Maslak V, Rakić S, Rodić M, Vlahović F, Petković M, Savić V. Regio‐ and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis. in Advanced Synthesis and Catalysis. 2023;365(15):2516-2523.
doi:10.1002/adsc.202300301 .
Jovanović, Miloš, Jovanović, Predrag, Tasić, Gordana, Simić, Milena R., Maslak, Veselin, Rakić, Srđan, Rodić, Marko, Vlahović, Filip, Petković, Miloš, Savić, Vladimir, "Regio‐ and Stereoselective, Intramolecular [2+2] Cycloaddition of Allenes, Promoted by Visible Light Photocatalysis" in Advanced Synthesis and Catalysis, 365, no. 15 (2023):2516-2523,
https://doi.org/10.1002/adsc.202300301 . .
2
3
3

Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases

Đapović, Milica; Milivojević, Dušan; Ilić-Tomić, Tatjana; Lješević, Marija; Nikolaivits, Efstratios; Topakas, Evangelos; Maslak, Veselin; Nikodinović-Runić, Jasmina

(Elsevier, 2021)

TY  - JOUR
AU  - Đapović, Milica
AU  - Milivojević, Dušan
AU  - Ilić-Tomić, Tatjana
AU  - Lješević, Marija
AU  - Nikolaivits, Efstratios
AU  - Topakas, Evangelos
AU  - Maslak, Veselin
AU  - Nikodinović-Runić, Jasmina
PY  - 2021
UR  - https://www.sciencedirect.com/science/article/pii/S0045653521004744
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4658
AB  - Polyethylene terephthalate (PET) is widely used material and as such became highly enriched in nature. It is generally considered inert and safe plastic, but due to the recent increased efforts to break-down PET using biotechnological approaches, we realized the scarcity of information about structural analysis of possible degradation products and their ecotoxicological assessment. Therefore, in this study, 11 compounds belonging to the group of PET precursors and possible degradation products have been comprehensively characterized. Seven of these compounds including 1-(2-hydroxyethyl)-4-methylterephthalate, ethylene glycol bis(methyl terephthalate), methyl bis(2-hydroxyethyl terephtahalate), 1,4-benzenedicarboxylic acid, 1,4-bis[2-[[4-(methoxycarbonyl)benzoyl]oxy]ethyl] ester and methyl tris(2-hydroxyethyl terephthalate) corresponding to mono-, 1.5-, di-, 2,5- and trimer of PET were synthetized and structurally characterized for the first time. In-silico druglikeness and physico-chemical properties of these compounds were predicted using variety of platforms. No antimicrobial properties were detected even at 1000 μg/mL. Ecotoxicological impact of the compounds against marine bacteria Allivibrio fischeri proved that the 6 out of 11 tested PET-associated compounds may be classified as harmful to aquatic microorganisms, with PET trimer being one of the most toxic. In comparison, most of the compounds were not toxic on human lung fibroblasts (MRC-5) at 200 μg/mL with inhibiting concentration (IC50) values of 30 μg/mL and 50 μg/mL determined for PET dimer and trimer. Only three of these compounds including PET monomer were toxic to nematode Caenorhabditis elegans at high concentration of 500 μg/mL. In terms of the applicative potential, PET dimer can be used as suitable substrate for the screening, identification and characterization of novel PET-depolymerizing enzymes.
PB  - Elsevier
T2  - Chemosphere
T2  - ChemosphereChemosphere
T1  - Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases
VL  - 275
SP  - 130005
DO  - 10.1016/j.chemosphere.2021.130005
ER  - 
@article{
author = "Đapović, Milica and Milivojević, Dušan and Ilić-Tomić, Tatjana and Lješević, Marija and Nikolaivits, Efstratios and Topakas, Evangelos and Maslak, Veselin and Nikodinović-Runić, Jasmina",
year = "2021",
abstract = "Polyethylene terephthalate (PET) is widely used material and as such became highly enriched in nature. It is generally considered inert and safe plastic, but due to the recent increased efforts to break-down PET using biotechnological approaches, we realized the scarcity of information about structural analysis of possible degradation products and their ecotoxicological assessment. Therefore, in this study, 11 compounds belonging to the group of PET precursors and possible degradation products have been comprehensively characterized. Seven of these compounds including 1-(2-hydroxyethyl)-4-methylterephthalate, ethylene glycol bis(methyl terephthalate), methyl bis(2-hydroxyethyl terephtahalate), 1,4-benzenedicarboxylic acid, 1,4-bis[2-[[4-(methoxycarbonyl)benzoyl]oxy]ethyl] ester and methyl tris(2-hydroxyethyl terephthalate) corresponding to mono-, 1.5-, di-, 2,5- and trimer of PET were synthetized and structurally characterized for the first time. In-silico druglikeness and physico-chemical properties of these compounds were predicted using variety of platforms. No antimicrobial properties were detected even at 1000 μg/mL. Ecotoxicological impact of the compounds against marine bacteria Allivibrio fischeri proved that the 6 out of 11 tested PET-associated compounds may be classified as harmful to aquatic microorganisms, with PET trimer being one of the most toxic. In comparison, most of the compounds were not toxic on human lung fibroblasts (MRC-5) at 200 μg/mL with inhibiting concentration (IC50) values of 30 μg/mL and 50 μg/mL determined for PET dimer and trimer. Only three of these compounds including PET monomer were toxic to nematode Caenorhabditis elegans at high concentration of 500 μg/mL. In terms of the applicative potential, PET dimer can be used as suitable substrate for the screening, identification and characterization of novel PET-depolymerizing enzymes.",
publisher = "Elsevier",
journal = "Chemosphere, ChemosphereChemosphere",
title = "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases",
volume = "275",
pages = "130005",
doi = "10.1016/j.chemosphere.2021.130005"
}
Đapović, M., Milivojević, D., Ilić-Tomić, T., Lješević, M., Nikolaivits, E., Topakas, E., Maslak, V.,& Nikodinović-Runić, J.. (2021). Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases. in Chemosphere
Elsevier., 275, 130005.
https://doi.org/10.1016/j.chemosphere.2021.130005
Đapović M, Milivojević D, Ilić-Tomić T, Lješević M, Nikolaivits E, Topakas E, Maslak V, Nikodinović-Runić J. Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases. in Chemosphere. 2021;275:130005.
doi:10.1016/j.chemosphere.2021.130005 .
Đapović, Milica, Milivojević, Dušan, Ilić-Tomić, Tatjana, Lješević, Marija, Nikolaivits, Efstratios, Topakas, Evangelos, Maslak, Veselin, Nikodinović-Runić, Jasmina, "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases" in Chemosphere, 275 (2021):130005,
https://doi.org/10.1016/j.chemosphere.2021.130005 . .
7
43
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Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases

Đapović, Milica; Milivojević, Dušan; Ilić-Tomić, Tatjana; Lješević, Marija; Nikolaivits, Efstratios; Topakas, Evangelos; Maslak, Veselin; Nikodinović-Runić, Jasmina

(Elsevier, 2021)

TY  - JOUR
AU  - Đapović, Milica
AU  - Milivojević, Dušan
AU  - Ilić-Tomić, Tatjana
AU  - Lješević, Marija
AU  - Nikolaivits, Efstratios
AU  - Topakas, Evangelos
AU  - Maslak, Veselin
AU  - Nikodinović-Runić, Jasmina
PY  - 2021
UR  - https://www.sciencedirect.com/science/article/pii/S0045653521004744
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4659
AB  - Polyethylene terephthalate (PET) is widely used material and as such became highly enriched in nature. It is generally considered inert and safe plastic, but due to the recent increased efforts to break-down PET using biotechnological approaches, we realized the scarcity of information about structural analysis of possible degradation products and their ecotoxicological assessment. Therefore, in this study, 11 compounds belonging to the group of PET precursors and possible degradation products have been comprehensively characterized. Seven of these compounds including 1-(2-hydroxyethyl)-4-methylterephthalate, ethylene glycol bis(methyl terephthalate), methyl bis(2-hydroxyethyl terephtahalate), 1,4-benzenedicarboxylic acid, 1,4-bis[2-[[4-(methoxycarbonyl)benzoyl]oxy]ethyl] ester and methyl tris(2-hydroxyethyl terephthalate) corresponding to mono-, 1.5-, di-, 2,5- and trimer of PET were synthetized and structurally characterized for the first time. In-silico druglikeness and physico-chemical properties of these compounds were predicted using variety of platforms. No antimicrobial properties were detected even at 1000 μg/mL. Ecotoxicological impact of the compounds against marine bacteria Allivibrio fischeri proved that the 6 out of 11 tested PET-associated compounds may be classified as harmful to aquatic microorganisms, with PET trimer being one of the most toxic. In comparison, most of the compounds were not toxic on human lung fibroblasts (MRC-5) at 200 μg/mL with inhibiting concentration (IC50) values of 30 μg/mL and 50 μg/mL determined for PET dimer and trimer. Only three of these compounds including PET monomer were toxic to nematode Caenorhabditis elegans at high concentration of 500 μg/mL. In terms of the applicative potential, PET dimer can be used as suitable substrate for the screening, identification and characterization of novel PET-depolymerizing enzymes.
PB  - Elsevier
T2  - Chemosphere
T2  - ChemosphereChemosphere
T1  - Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases
VL  - 275
SP  - 130005
DO  - 10.1016/j.chemosphere.2021.130005
ER  - 
@article{
author = "Đapović, Milica and Milivojević, Dušan and Ilić-Tomić, Tatjana and Lješević, Marija and Nikolaivits, Efstratios and Topakas, Evangelos and Maslak, Veselin and Nikodinović-Runić, Jasmina",
year = "2021",
abstract = "Polyethylene terephthalate (PET) is widely used material and as such became highly enriched in nature. It is generally considered inert and safe plastic, but due to the recent increased efforts to break-down PET using biotechnological approaches, we realized the scarcity of information about structural analysis of possible degradation products and their ecotoxicological assessment. Therefore, in this study, 11 compounds belonging to the group of PET precursors and possible degradation products have been comprehensively characterized. Seven of these compounds including 1-(2-hydroxyethyl)-4-methylterephthalate, ethylene glycol bis(methyl terephthalate), methyl bis(2-hydroxyethyl terephtahalate), 1,4-benzenedicarboxylic acid, 1,4-bis[2-[[4-(methoxycarbonyl)benzoyl]oxy]ethyl] ester and methyl tris(2-hydroxyethyl terephthalate) corresponding to mono-, 1.5-, di-, 2,5- and trimer of PET were synthetized and structurally characterized for the first time. In-silico druglikeness and physico-chemical properties of these compounds were predicted using variety of platforms. No antimicrobial properties were detected even at 1000 μg/mL. Ecotoxicological impact of the compounds against marine bacteria Allivibrio fischeri proved that the 6 out of 11 tested PET-associated compounds may be classified as harmful to aquatic microorganisms, with PET trimer being one of the most toxic. In comparison, most of the compounds were not toxic on human lung fibroblasts (MRC-5) at 200 μg/mL with inhibiting concentration (IC50) values of 30 μg/mL and 50 μg/mL determined for PET dimer and trimer. Only three of these compounds including PET monomer were toxic to nematode Caenorhabditis elegans at high concentration of 500 μg/mL. In terms of the applicative potential, PET dimer can be used as suitable substrate for the screening, identification and characterization of novel PET-depolymerizing enzymes.",
publisher = "Elsevier",
journal = "Chemosphere, ChemosphereChemosphere",
title = "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases",
volume = "275",
pages = "130005",
doi = "10.1016/j.chemosphere.2021.130005"
}
Đapović, M., Milivojević, D., Ilić-Tomić, T., Lješević, M., Nikolaivits, E., Topakas, E., Maslak, V.,& Nikodinović-Runić, J.. (2021). Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases. in Chemosphere
Elsevier., 275, 130005.
https://doi.org/10.1016/j.chemosphere.2021.130005
Đapović M, Milivojević D, Ilić-Tomić T, Lješević M, Nikolaivits E, Topakas E, Maslak V, Nikodinović-Runić J. Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases. in Chemosphere. 2021;275:130005.
doi:10.1016/j.chemosphere.2021.130005 .
Đapović, Milica, Milivojević, Dušan, Ilić-Tomić, Tatjana, Lješević, Marija, Nikolaivits, Efstratios, Topakas, Evangelos, Maslak, Veselin, Nikodinović-Runić, Jasmina, "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases" in Chemosphere, 275 (2021):130005,
https://doi.org/10.1016/j.chemosphere.2021.130005 . .
7
43
13
37

Supplementary data for: "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases"

Đapović, Milica; Milivojević, Dušan; Ilić-Tomić, Tatjana; Lješević, Marija; Nikolaivits, Efstratios; Topakas, Evangelos; Maslak, Veselin; Nikodinović-Runić, Jasmina

(Elsevier, 2021)

TY  - DATA
AU  - Đapović, Milica
AU  - Milivojević, Dušan
AU  - Ilić-Tomić, Tatjana
AU  - Lješević, Marija
AU  - Nikolaivits, Efstratios
AU  - Topakas, Evangelos
AU  - Maslak, Veselin
AU  - Nikodinović-Runić, Jasmina
PY  - 2021
UR  - https://www.sciencedirect.com/science/article/pii/S0045653521004744
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4660
PB  - Elsevier
T2  - Chemosphere
T1  - Supplementary data for: "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases"
UR  - https://hdl.handle.net/21.15107/rcub_cer_4660
ER  - 
@misc{
author = "Đapović, Milica and Milivojević, Dušan and Ilić-Tomić, Tatjana and Lješević, Marija and Nikolaivits, Efstratios and Topakas, Evangelos and Maslak, Veselin and Nikodinović-Runić, Jasmina",
year = "2021",
publisher = "Elsevier",
journal = "Chemosphere",
title = "Supplementary data for: "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases"",
url = "https://hdl.handle.net/21.15107/rcub_cer_4660"
}
Đapović, M., Milivojević, D., Ilić-Tomić, T., Lješević, M., Nikolaivits, E., Topakas, E., Maslak, V.,& Nikodinović-Runić, J.. (2021). Supplementary data for: "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases". in Chemosphere
Elsevier..
https://hdl.handle.net/21.15107/rcub_cer_4660
Đapović M, Milivojević D, Ilić-Tomić T, Lješević M, Nikolaivits E, Topakas E, Maslak V, Nikodinović-Runić J. Supplementary data for: "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases". in Chemosphere. 2021;.
https://hdl.handle.net/21.15107/rcub_cer_4660 .
Đapović, Milica, Milivojević, Dušan, Ilić-Tomić, Tatjana, Lješević, Marija, Nikolaivits, Efstratios, Topakas, Evangelos, Maslak, Veselin, Nikodinović-Runić, Jasmina, "Supplementary data for: "Synthesis and characterization of polyethylene terephthalate (PET) precursors and potential degradation products: Toxicity study and application in discovery of novel PETases"" in Chemosphere (2021),
https://hdl.handle.net/21.15107/rcub_cer_4660 .

Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C-2v-Symmetrical Pentakisadduct of C-60

Pavlovic, Radoslav Z.; Mitrović, Aleksandra; Coldren, William H.; Bjelaković, Mira; Hadad, Christopher M.; Maslak, Veselin R.; Milić, Dragana

(American Chemical Society (ACS), 2018)

TY  - JOUR
AU  - Pavlovic, Radoslav Z.
AU  - Mitrović, Aleksandra
AU  - Coldren, William H.
AU  - Bjelaković, Mira
AU  - Hadad, Christopher M.
AU  - Maslak, Veselin R.
AU  - Milić, Dragana
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2323
AB  - The reactivity of the C-2v-symmetric pentakisadduct of C-60 with azomethine ylides and conjugated dienes was studied experimentally and computationally. This derivative possesses four [6,6] double bonds, each with unique electrophilicity. The Diels-Alder reaction studied is a regiospecific, kinetically and thermodynamically guided [4 + 2] process producing [5:1]-hexaadducts with an octahedral addition pattern. The kinetically controlled Prato reaction gives a mixture of regioisomeric [5:1]-hexaadducts. The synthesis of geometrically well-defined supramolecular architectures may benefit from these new types of highly functionalized [5:1]-hexaadducts.
PB  - American Chemical Society (ACS)
T2  - Journal of Organic Chemistry
T1  - Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C-2v-Symmetrical Pentakisadduct of C-60
VL  - 83
IS  - 4
SP  - 2166
EP  - 2172
DO  - 10.1021/acs.joc.7b03083
ER  - 
@article{
author = "Pavlovic, Radoslav Z. and Mitrović, Aleksandra and Coldren, William H. and Bjelaković, Mira and Hadad, Christopher M. and Maslak, Veselin R. and Milić, Dragana",
year = "2018",
abstract = "The reactivity of the C-2v-symmetric pentakisadduct of C-60 with azomethine ylides and conjugated dienes was studied experimentally and computationally. This derivative possesses four [6,6] double bonds, each with unique electrophilicity. The Diels-Alder reaction studied is a regiospecific, kinetically and thermodynamically guided [4 + 2] process producing [5:1]-hexaadducts with an octahedral addition pattern. The kinetically controlled Prato reaction gives a mixture of regioisomeric [5:1]-hexaadducts. The synthesis of geometrically well-defined supramolecular architectures may benefit from these new types of highly functionalized [5:1]-hexaadducts.",
publisher = "American Chemical Society (ACS)",
journal = "Journal of Organic Chemistry",
title = "Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C-2v-Symmetrical Pentakisadduct of C-60",
volume = "83",
number = "4",
pages = "2166-2172",
doi = "10.1021/acs.joc.7b03083"
}
Pavlovic, R. Z., Mitrović, A., Coldren, W. H., Bjelaković, M., Hadad, C. M., Maslak, V. R.,& Milić, D.. (2018). Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C-2v-Symmetrical Pentakisadduct of C-60. in Journal of Organic Chemistry
American Chemical Society (ACS)., 83(4), 2166-2172.
https://doi.org/10.1021/acs.joc.7b03083
Pavlovic RZ, Mitrović A, Coldren WH, Bjelaković M, Hadad CM, Maslak VR, Milić D. Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C-2v-Symmetrical Pentakisadduct of C-60. in Journal of Organic Chemistry. 2018;83(4):2166-2172.
doi:10.1021/acs.joc.7b03083 .
Pavlovic, Radoslav Z., Mitrović, Aleksandra, Coldren, William H., Bjelaković, Mira, Hadad, Christopher M., Maslak, Veselin R., Milić, Dragana, "Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C-2v-Symmetrical Pentakisadduct of C-60" in Journal of Organic Chemistry, 83, no. 4 (2018):2166-2172,
https://doi.org/10.1021/acs.joc.7b03083 . .
2
1
2

Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides

Bjelaković, Mira; Kop, Tatjana; Maslak, Veselin; Milić, Dragana

(Springer, New York, 2016)

TY  - JOUR
AU  - Bjelaković, Mira
AU  - Kop, Tatjana
AU  - Maslak, Veselin
AU  - Milić, Dragana
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1983
AB  - A series of N-substituted fulleropyrrolidines containing peptide side chain was synthesized by the quantitative, TFA-mediated deprotection of the corresponding tert-butyl esters. The structures of all compounds were determined by comparative analysis of spectroscopic and spectrometric data. The electrochemical characterization, conducted by cyclic voltammetry at room temperature confirmed slightly attenuated reducibility in comparison to pristine C-60 and a weak long-range electron-accepting effect of the Gly(3)-fragment. The introduction of the peptide subunit led to improved solubility and enabled examination of the antioxidant properties in water environment. A notable radical scavenging activity of the fullerene subunit remained almost unchanged in all compounds. The investigation of the supramolecular self-assembling, performed by the scanning electron microscopy revealed an influence of the side chain, particularly the fraction of the hydrophobic residue, as well as the substrate structure on the final morphology. Most of the compounds underwent highly ordered multi-stage hierarchical assembling to the attractive, flower-shaped supramolecular aggregates during both the precipitation and slow evaporation of the solvent.
PB  - Springer, New York
T2  - Journal of Materials Science
T1  - Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides
VL  - 51
IS  - 2
SP  - 739
EP  - 747
DO  - 10.1007/s10853-015-9396-z
ER  - 
@article{
author = "Bjelaković, Mira and Kop, Tatjana and Maslak, Veselin and Milić, Dragana",
year = "2016",
abstract = "A series of N-substituted fulleropyrrolidines containing peptide side chain was synthesized by the quantitative, TFA-mediated deprotection of the corresponding tert-butyl esters. The structures of all compounds were determined by comparative analysis of spectroscopic and spectrometric data. The electrochemical characterization, conducted by cyclic voltammetry at room temperature confirmed slightly attenuated reducibility in comparison to pristine C-60 and a weak long-range electron-accepting effect of the Gly(3)-fragment. The introduction of the peptide subunit led to improved solubility and enabled examination of the antioxidant properties in water environment. A notable radical scavenging activity of the fullerene subunit remained almost unchanged in all compounds. The investigation of the supramolecular self-assembling, performed by the scanning electron microscopy revealed an influence of the side chain, particularly the fraction of the hydrophobic residue, as well as the substrate structure on the final morphology. Most of the compounds underwent highly ordered multi-stage hierarchical assembling to the attractive, flower-shaped supramolecular aggregates during both the precipitation and slow evaporation of the solvent.",
publisher = "Springer, New York",
journal = "Journal of Materials Science",
title = "Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides",
volume = "51",
number = "2",
pages = "739-747",
doi = "10.1007/s10853-015-9396-z"
}
Bjelaković, M., Kop, T., Maslak, V.,& Milić, D.. (2016). Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides. in Journal of Materials Science
Springer, New York., 51(2), 739-747.
https://doi.org/10.1007/s10853-015-9396-z
Bjelaković M, Kop T, Maslak V, Milić D. Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides. in Journal of Materials Science. 2016;51(2):739-747.
doi:10.1007/s10853-015-9396-z .
Bjelaković, Mira, Kop, Tatjana, Maslak, Veselin, Milić, Dragana, "Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides" in Journal of Materials Science, 51, no. 2 (2016):739-747,
https://doi.org/10.1007/s10853-015-9396-z . .
6
3
4

Study of the intramolecular Heck reaction: synthesis of the bicyclic core of corialstonidine

Tasic, Gordana; Maslak, Veselin; Husinec, Suren; Todorović, Nina; Savić, Vladimir

(Oxford : Pergamon-Elsevier Science Ltd, 2015)

TY  - JOUR
AU  - Tasic, Gordana
AU  - Maslak, Veselin
AU  - Husinec, Suren
AU  - Todorović, Nina
AU  - Savić, Vladimir
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1740
AB  - The intramolecular Heck reaction has been examined for the preparation of the core bicyclic structure of corialstonidine. Initial attempts to cyclise a vinyl iodide moiety onto a cyclic allyl alcohol were complicated by various side reactions. However, the corresponding process performed under reductive conditions on a conjugated ketone, obtained from the cyclic allyl alcohol, afforded the desired bicyclo[3.2.1] derivative. This compound possesses the skeletal features of the carbocyclic fragment of corialstonidine and is suitable for further transformations aimed towards the synthesis of the natural product or its derivatives.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Tetrahedron Letters
T1  - Study of the intramolecular Heck reaction: synthesis of the bicyclic core of corialstonidine
VL  - 56
IS  - 19
SP  - 2529
EP  - 2532
DO  - 10.1016/j.tetlet.2015.03.129
ER  - 
@article{
author = "Tasic, Gordana and Maslak, Veselin and Husinec, Suren and Todorović, Nina and Savić, Vladimir",
year = "2015",
abstract = "The intramolecular Heck reaction has been examined for the preparation of the core bicyclic structure of corialstonidine. Initial attempts to cyclise a vinyl iodide moiety onto a cyclic allyl alcohol were complicated by various side reactions. However, the corresponding process performed under reductive conditions on a conjugated ketone, obtained from the cyclic allyl alcohol, afforded the desired bicyclo[3.2.1] derivative. This compound possesses the skeletal features of the carbocyclic fragment of corialstonidine and is suitable for further transformations aimed towards the synthesis of the natural product or its derivatives.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Tetrahedron Letters",
title = "Study of the intramolecular Heck reaction: synthesis of the bicyclic core of corialstonidine",
volume = "56",
number = "19",
pages = "2529-2532",
doi = "10.1016/j.tetlet.2015.03.129"
}
Tasic, G., Maslak, V., Husinec, S., Todorović, N.,& Savić, V.. (2015). Study of the intramolecular Heck reaction: synthesis of the bicyclic core of corialstonidine. in Tetrahedron Letters
Oxford : Pergamon-Elsevier Science Ltd., 56(19), 2529-2532.
https://doi.org/10.1016/j.tetlet.2015.03.129
Tasic G, Maslak V, Husinec S, Todorović N, Savić V. Study of the intramolecular Heck reaction: synthesis of the bicyclic core of corialstonidine. in Tetrahedron Letters. 2015;56(19):2529-2532.
doi:10.1016/j.tetlet.2015.03.129 .
Tasic, Gordana, Maslak, Veselin, Husinec, Suren, Todorović, Nina, Savić, Vladimir, "Study of the intramolecular Heck reaction: synthesis of the bicyclic core of corialstonidine" in Tetrahedron Letters, 56, no. 19 (2015):2529-2532,
https://doi.org/10.1016/j.tetlet.2015.03.129 . .
4
4
4

Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids

Bjelaković, Mira; Kop, Tatjana; Baošić, Rada; Zlatović, Mario; Zekic, Andrijana; Maslak, Veselin; Milić, Dragana

(Springer Wien, Wien, 2014)

TY  - JOUR
AU  - Bjelaković, Mira
AU  - Kop, Tatjana
AU  - Baošić, Rada
AU  - Zlatović, Mario
AU  - Zekic, Andrijana
AU  - Maslak, Veselin
AU  - Milić, Dragana
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1394
AB  - Four fullerosteroidal conjugates, previously confirmed to express two- to threefold better antioxidant activity in vitro than C-60, were subjected to additional studies, including electrochemical, theoretical, and morphological examination. All tested compounds underwent reversible, diffusion-controlled reductions. A notable influence of the solvent properties on the reduction potential, the level of aggregation, and the lowest unoccupied molecular orbital (LUMO) energy was observed. Theoretical calculations indicated that the energy gain obtained by an intermediate formation, together with compounds' polarizability, polarity, and lipophilicity contributed to the radical quenching capacity. Very large supramolecular aggregates of all fullerosteroidal esters with no hierarchical arrangement were observed in precipitated samples, while solvent induced self-assembling led to round nanoplates, which further arranged to flower-shaped hierarchically ordered architectures or uniformly distributed discoid particles. As in electrochemical studies, fine tuning of the aggregation level was achieved by the solvent.
PB  - Springer Wien, Wien
T2  - Monatshefte Fur Chemie
T1  - Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids
VL  - 145
IS  - 11
SP  - 1715
EP  - 1725
DO  - 10.1007/s00706-014-1287-5
ER  - 
@article{
author = "Bjelaković, Mira and Kop, Tatjana and Baošić, Rada and Zlatović, Mario and Zekic, Andrijana and Maslak, Veselin and Milić, Dragana",
year = "2014",
abstract = "Four fullerosteroidal conjugates, previously confirmed to express two- to threefold better antioxidant activity in vitro than C-60, were subjected to additional studies, including electrochemical, theoretical, and morphological examination. All tested compounds underwent reversible, diffusion-controlled reductions. A notable influence of the solvent properties on the reduction potential, the level of aggregation, and the lowest unoccupied molecular orbital (LUMO) energy was observed. Theoretical calculations indicated that the energy gain obtained by an intermediate formation, together with compounds' polarizability, polarity, and lipophilicity contributed to the radical quenching capacity. Very large supramolecular aggregates of all fullerosteroidal esters with no hierarchical arrangement were observed in precipitated samples, while solvent induced self-assembling led to round nanoplates, which further arranged to flower-shaped hierarchically ordered architectures or uniformly distributed discoid particles. As in electrochemical studies, fine tuning of the aggregation level was achieved by the solvent.",
publisher = "Springer Wien, Wien",
journal = "Monatshefte Fur Chemie",
title = "Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids",
volume = "145",
number = "11",
pages = "1715-1725",
doi = "10.1007/s00706-014-1287-5"
}
Bjelaković, M., Kop, T., Baošić, R., Zlatović, M., Zekic, A., Maslak, V.,& Milić, D.. (2014). Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids. in Monatshefte Fur Chemie
Springer Wien, Wien., 145(11), 1715-1725.
https://doi.org/10.1007/s00706-014-1287-5
Bjelaković M, Kop T, Baošić R, Zlatović M, Zekic A, Maslak V, Milić D. Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids. in Monatshefte Fur Chemie. 2014;145(11):1715-1725.
doi:10.1007/s00706-014-1287-5 .
Bjelaković, Mira, Kop, Tatjana, Baošić, Rada, Zlatović, Mario, Zekic, Andrijana, Maslak, Veselin, Milić, Dragana, "Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids" in Monatshefte Fur Chemie, 145, no. 11 (2014):1715-1725,
https://doi.org/10.1007/s00706-014-1287-5 . .
8
7
9

Indirect N-vinylation of indoles via isomerisation of N-allyl derivatives: synthesis of (+/-)-debromoarborescidine B

Tasić, Gordana; Simić, Milena R.; Popović, Stanimir; Husinec, Suren; Maslak, Veselin; Savić, Vladimir

(Oxford : Pergamon-Elsevier Science Ltd, 2013)

TY  - JOUR
AU  - Tasić, Gordana
AU  - Simić, Milena R.
AU  - Popović, Stanimir
AU  - Husinec, Suren
AU  - Maslak, Veselin
AU  - Savić, Vladimir
PY  - 2013
UR  - http://farfar.pharmacy.bg.ac.rs/handle/123456789/1973
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3503
AB  - Double bond migration in N-allylindoles has been investigated as a method to access N-vinyl derivatives of this heterocycle. The optimal reaction conditions employed t-BuOK or NaH in DMSO as the solvent at room temperature to afford the products in yields ranging from 51 to 99%. Although in some cases a high degree of stereoselectivity was observed, preferential formation of either the Z- or E-isomer was not predictable. The developed methodology was employed in the synthesis of (+/-)-debromoarborescidine B.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Tetrahedron-Asymmetry
T1  - Indirect N-vinylation of indoles via isomerisation of N-allyl derivatives: synthesis of (+/-)-debromoarborescidine B
VL  - 54
IS  - 34
SP  - 4536
EP  - 4539
DO  - 10.1016/j.tetlet.2013.06.069
ER  - 
@article{
author = "Tasić, Gordana and Simić, Milena R. and Popović, Stanimir and Husinec, Suren and Maslak, Veselin and Savić, Vladimir",
year = "2013",
abstract = "Double bond migration in N-allylindoles has been investigated as a method to access N-vinyl derivatives of this heterocycle. The optimal reaction conditions employed t-BuOK or NaH in DMSO as the solvent at room temperature to afford the products in yields ranging from 51 to 99%. Although in some cases a high degree of stereoselectivity was observed, preferential formation of either the Z- or E-isomer was not predictable. The developed methodology was employed in the synthesis of (+/-)-debromoarborescidine B.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Tetrahedron-Asymmetry",
title = "Indirect N-vinylation of indoles via isomerisation of N-allyl derivatives: synthesis of (+/-)-debromoarborescidine B",
volume = "54",
number = "34",
pages = "4536-4539",
doi = "10.1016/j.tetlet.2013.06.069"
}
Tasić, G., Simić, M. R., Popović, S., Husinec, S., Maslak, V.,& Savić, V.. (2013). Indirect N-vinylation of indoles via isomerisation of N-allyl derivatives: synthesis of (+/-)-debromoarborescidine B. in Tetrahedron-Asymmetry
Oxford : Pergamon-Elsevier Science Ltd., 54(34), 4536-4539.
https://doi.org/10.1016/j.tetlet.2013.06.069
Tasić G, Simić MR, Popović S, Husinec S, Maslak V, Savić V. Indirect N-vinylation of indoles via isomerisation of N-allyl derivatives: synthesis of (+/-)-debromoarborescidine B. in Tetrahedron-Asymmetry. 2013;54(34):4536-4539.
doi:10.1016/j.tetlet.2013.06.069 .
Tasić, Gordana, Simić, Milena R., Popović, Stanimir, Husinec, Suren, Maslak, Veselin, Savić, Vladimir, "Indirect N-vinylation of indoles via isomerisation of N-allyl derivatives: synthesis of (+/-)-debromoarborescidine B" in Tetrahedron-Asymmetry, 54, no. 34 (2013):4536-4539,
https://doi.org/10.1016/j.tetlet.2013.06.069 . .
9
6
8

Synthesis, Electrochemistry, and Hierarchical Self-Organization of Fulleropyrrolidine-Phthalimide Dyads

Mitrović, Aleksandra; Todorović, Nina; Zekic, Andrijana; Stanković, Dalibor; Milić, Dragana; Maslak, Veselin

(Wiley-V C H Verlag Gmbh, Weinheim, 2013)

TY  - JOUR
AU  - Mitrović, Aleksandra
AU  - Todorović, Nina
AU  - Zekic, Andrijana
AU  - Stanković, Dalibor
AU  - Milić, Dragana
AU  - Maslak, Veselin
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1345
AB  - A series of novel fulleropyrrolidine-phthalimide dyads was synthesized and their electrochemical and self-assembly properties were investigated. Efficient synthesis of acceptor-acceptor dyads was performed under microwave irradiation. Fine-tuning of the second redox potentials in the dyads was achieved by varying the length of the aliphatic spacer (C-2 to C-12) between the fulleropyrrolidine and phthalimide moieties. Shape-shifting and supramolecular polymorphism were observed for these compounds during self-assembly.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Organic Chemistry
T1  - Synthesis, Electrochemistry, and Hierarchical Self-Organization of Fulleropyrrolidine-Phthalimide Dyads
IS  - 11
SP  - 2188
EP  - 2193
DO  - 10.1002/ejoc.201201631
ER  - 
@article{
author = "Mitrović, Aleksandra and Todorović, Nina and Zekic, Andrijana and Stanković, Dalibor and Milić, Dragana and Maslak, Veselin",
year = "2013",
abstract = "A series of novel fulleropyrrolidine-phthalimide dyads was synthesized and their electrochemical and self-assembly properties were investigated. Efficient synthesis of acceptor-acceptor dyads was performed under microwave irradiation. Fine-tuning of the second redox potentials in the dyads was achieved by varying the length of the aliphatic spacer (C-2 to C-12) between the fulleropyrrolidine and phthalimide moieties. Shape-shifting and supramolecular polymorphism were observed for these compounds during self-assembly.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Organic Chemistry",
title = "Synthesis, Electrochemistry, and Hierarchical Self-Organization of Fulleropyrrolidine-Phthalimide Dyads",
number = "11",
pages = "2188-2193",
doi = "10.1002/ejoc.201201631"
}
Mitrović, A., Todorović, N., Zekic, A., Stanković, D., Milić, D.,& Maslak, V.. (2013). Synthesis, Electrochemistry, and Hierarchical Self-Organization of Fulleropyrrolidine-Phthalimide Dyads. in European Journal of Organic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim.(11), 2188-2193.
https://doi.org/10.1002/ejoc.201201631
Mitrović A, Todorović N, Zekic A, Stanković D, Milić D, Maslak V. Synthesis, Electrochemistry, and Hierarchical Self-Organization of Fulleropyrrolidine-Phthalimide Dyads. in European Journal of Organic Chemistry. 2013;(11):2188-2193.
doi:10.1002/ejoc.201201631 .
Mitrović, Aleksandra, Todorović, Nina, Zekic, Andrijana, Stanković, Dalibor, Milić, Dragana, Maslak, Veselin, "Synthesis, Electrochemistry, and Hierarchical Self-Organization of Fulleropyrrolidine-Phthalimide Dyads" in European Journal of Organic Chemistry, no. 11 (2013):2188-2193,
https://doi.org/10.1002/ejoc.201201631 . .
3
9
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11

A highly regioselective, protecting group controlled, synthesis of bicyclic compounds via Pd-catalysed intramolecular cyclisations

Tasić, Gordana; Ranđelović, Jelena; Vusurović, Nikola; Maslak, Veselin; Husinec, Suren; Savić, Vladimir

(Oxford : Pergamon-Elsevier Science Ltd, 2013)

TY  - JOUR
AU  - Tasić, Gordana
AU  - Ranđelović, Jelena
AU  - Vusurović, Nikola
AU  - Maslak, Veselin
AU  - Husinec, Suren
AU  - Savić, Vladimir
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1586
UR  - http://farfar.pharmacy.bg.ac.rs/handle/123456789/1924
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3504
AB  - Intramolecular Pd-catalysed cyclisation reactions for the preparation of bicyclic compounds have been studied as a model system towards the synthesis of corialstonine and corialstonidine. Significant differences in reactivity have been observed for the cyclic allyl alcohols possessing O-protected and free OH functionalities. Cyclisation via the intramolecular Heck reaction, for both derivatives, proved to be highly regioselective and while the O-protected compound favoured the exo mode of cyclisation, the unprotected alcohol preferred the endo cyclisation pathway. Brief computational studies were carried out in order to obtain further insight into these processes.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Tetrahedron Letters
T1  - A highly regioselective, protecting group controlled, synthesis of bicyclic compounds via Pd-catalysed intramolecular cyclisations
VL  - 54
IS  - 18
SP  - 2243
EP  - 2246
DO  - 10.1016/j.tetlet.2013.02.068
ER  - 
@article{
author = "Tasić, Gordana and Ranđelović, Jelena and Vusurović, Nikola and Maslak, Veselin and Husinec, Suren and Savić, Vladimir",
year = "2013",
abstract = "Intramolecular Pd-catalysed cyclisation reactions for the preparation of bicyclic compounds have been studied as a model system towards the synthesis of corialstonine and corialstonidine. Significant differences in reactivity have been observed for the cyclic allyl alcohols possessing O-protected and free OH functionalities. Cyclisation via the intramolecular Heck reaction, for both derivatives, proved to be highly regioselective and while the O-protected compound favoured the exo mode of cyclisation, the unprotected alcohol preferred the endo cyclisation pathway. Brief computational studies were carried out in order to obtain further insight into these processes.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Tetrahedron Letters",
title = "A highly regioselective, protecting group controlled, synthesis of bicyclic compounds via Pd-catalysed intramolecular cyclisations",
volume = "54",
number = "18",
pages = "2243-2246",
doi = "10.1016/j.tetlet.2013.02.068"
}
Tasić, G., Ranđelović, J., Vusurović, N., Maslak, V., Husinec, S.,& Savić, V.. (2013). A highly regioselective, protecting group controlled, synthesis of bicyclic compounds via Pd-catalysed intramolecular cyclisations. in Tetrahedron Letters
Oxford : Pergamon-Elsevier Science Ltd., 54(18), 2243-2246.
https://doi.org/10.1016/j.tetlet.2013.02.068
Tasić G, Ranđelović J, Vusurović N, Maslak V, Husinec S, Savić V. A highly regioselective, protecting group controlled, synthesis of bicyclic compounds via Pd-catalysed intramolecular cyclisations. in Tetrahedron Letters. 2013;54(18):2243-2246.
doi:10.1016/j.tetlet.2013.02.068 .
Tasić, Gordana, Ranđelović, Jelena, Vusurović, Nikola, Maslak, Veselin, Husinec, Suren, Savić, Vladimir, "A highly regioselective, protecting group controlled, synthesis of bicyclic compounds via Pd-catalysed intramolecular cyclisations" in Tetrahedron Letters, 54, no. 18 (2013):2243-2246,
https://doi.org/10.1016/j.tetlet.2013.02.068 . .
4
4
4

A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles

Ajaj, Ismail A.; Mijin, Dušan; Maslak, Veselin; Brkovic, Danijela; Milčić, Miloš; Todorović, Nina; Marinković, Aleksandar D.

(Springer Wien, Wien, 2013)

TY  - JOUR
AU  - Ajaj, Ismail A.
AU  - Mijin, Dušan
AU  - Maslak, Veselin
AU  - Brkovic, Danijela
AU  - Milčić, Miloš
AU  - Todorović, Nina
AU  - Marinković, Aleksandar D.
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1346
AB  - A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles from ethyl acetoacetate and 2-cyano-N-(substituted phenyl)ethanamides using microwave-assisted chemistry is presented. The structure of the obtained product was confirmed by the use of FT-IR, NMR, UV, and MS techniques. The presence of tautomeric forms (6-hydroxy-4-methyl-2-oxo-1-(substituted phenyl)-1,2-dihydropyridine-3-carbonitrile and 2-hydroxy-4-methyl-6-oxo-1-(substituted phenyl)-1,6-dihydropyridine-3-carbonitrile) and the state of equilibrium of the obtained product in DMSO-d (6) was studied by H-1 and C-13 NMR spectroscopy, as well as B3LYP/6-311++G(d,p) and GIAO/WP04/aug-cc-pVDZ theoretical calculations.
PB  - Springer Wien, Wien
T2  - Monatshefte Fur Chemie
T1  - A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles
VL  - 144
IS  - 5
SP  - 665
EP  - 675
DO  - 10.1007/s00706-012-0911-5
ER  - 
@article{
author = "Ajaj, Ismail A. and Mijin, Dušan and Maslak, Veselin and Brkovic, Danijela and Milčić, Miloš and Todorović, Nina and Marinković, Aleksandar D.",
year = "2013",
abstract = "A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles from ethyl acetoacetate and 2-cyano-N-(substituted phenyl)ethanamides using microwave-assisted chemistry is presented. The structure of the obtained product was confirmed by the use of FT-IR, NMR, UV, and MS techniques. The presence of tautomeric forms (6-hydroxy-4-methyl-2-oxo-1-(substituted phenyl)-1,2-dihydropyridine-3-carbonitrile and 2-hydroxy-4-methyl-6-oxo-1-(substituted phenyl)-1,6-dihydropyridine-3-carbonitrile) and the state of equilibrium of the obtained product in DMSO-d (6) was studied by H-1 and C-13 NMR spectroscopy, as well as B3LYP/6-311++G(d,p) and GIAO/WP04/aug-cc-pVDZ theoretical calculations.",
publisher = "Springer Wien, Wien",
journal = "Monatshefte Fur Chemie",
title = "A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles",
volume = "144",
number = "5",
pages = "665-675",
doi = "10.1007/s00706-012-0911-5"
}
Ajaj, I. A., Mijin, D., Maslak, V., Brkovic, D., Milčić, M., Todorović, N.,& Marinković, A. D.. (2013). A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles. in Monatshefte Fur Chemie
Springer Wien, Wien., 144(5), 665-675.
https://doi.org/10.1007/s00706-012-0911-5
Ajaj IA, Mijin D, Maslak V, Brkovic D, Milčić M, Todorović N, Marinković AD. A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles. in Monatshefte Fur Chemie. 2013;144(5):665-675.
doi:10.1007/s00706-012-0911-5 .
Ajaj, Ismail A., Mijin, Dušan, Maslak, Veselin, Brkovic, Danijela, Milčić, Miloš, Todorović, Nina, Marinković, Aleksandar D., "A simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles" in Monatshefte Fur Chemie, 144, no. 5 (2013):665-675,
https://doi.org/10.1007/s00706-012-0911-5 . .
6
4
4

Radical reactions of xanthates: Annulation of the cyclopentene ring

Elheshi, Ahmed Mohamed; Maslak, Veselin; Saičić, Radomir N.

(Belgrade : Serbian Chemical Society, 2007)

TY  - JOUR
AU  - Elheshi, Ahmed Mohamed
AU  - Maslak, Veselin
AU  - Saičić, Radomir N.
PY  - 2007
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4299
AB  - Homoallylic radicals, generated from the corresponding xanthates, react with terminal alkynes to give cyclopentene derivatives in moderate yields.
AB  - Хомоалилни радикали, настали из одговарајућих ксантата, реагују са терминалним 
алкинима и дају деривате циклопентена у умереним приносима.
PB  - Belgrade : Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Radical reactions of xanthates: Annulation of the cyclopentene ring
T1  - Radikalske reakcije ksantata : anelacija ciklopentenovog prstena
VL  - 72
IS  - 12
SP  - 1173
EP  - 1179
DO  - 10.2298/JSC0712173E
ER  - 
@article{
author = "Elheshi, Ahmed Mohamed and Maslak, Veselin and Saičić, Radomir N.",
year = "2007",
abstract = "Homoallylic radicals, generated from the corresponding xanthates, react with terminal alkynes to give cyclopentene derivatives in moderate yields., Хомоалилни радикали, настали из одговарајућих ксантата, реагују са терминалним 
алкинима и дају деривате циклопентена у умереним приносима.",
publisher = "Belgrade : Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Radical reactions of xanthates: Annulation of the cyclopentene ring, Radikalske reakcije ksantata : anelacija ciklopentenovog prstena",
volume = "72",
number = "12",
pages = "1173-1179",
doi = "10.2298/JSC0712173E"
}
Elheshi, A. M., Maslak, V.,& Saičić, R. N.. (2007). Radical reactions of xanthates: Annulation of the cyclopentene ring. in Journal of the Serbian Chemical Society
Belgrade : Serbian Chemical Society., 72(12), 1173-1179.
https://doi.org/10.2298/JSC0712173E
Elheshi AM, Maslak V, Saičić RN. Radical reactions of xanthates: Annulation of the cyclopentene ring. in Journal of the Serbian Chemical Society. 2007;72(12):1173-1179.
doi:10.2298/JSC0712173E .
Elheshi, Ahmed Mohamed, Maslak, Veselin, Saičić, Radomir N., "Radical reactions of xanthates: Annulation of the cyclopentene ring" in Journal of the Serbian Chemical Society, 72, no. 12 (2007):1173-1179,
https://doi.org/10.2298/JSC0712173E . .
1

Reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides

Maslak, Veselin; Matović, Radomir; Saičić, Radomir N.

(Oxford : Pergamon-Elsevier Science Ltd, 2004)

TY  - JOUR
AU  - Maslak, Veselin
AU  - Matović, Radomir
AU  - Saičić, Radomir N.
PY  - 2004
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2768
AB  - Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides, followed by acidic work-up, affords butanolides in moderate/good yields. With epihalohydrins the reaction is regioselective and occurs at the less substituted end of the epoxide; the gamma-haloalkyl-gamma-butanolides thus obtained can be further transformed into various products. (C) 2004 Elsevier Ltd. All rights reserved.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Tetrahedron
T1  - Reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides
VL  - 60
IS  - 40
SP  - 8957
EP  - 8966
DO  - 10.1016/j.tet.2004.07.007
ER  - 
@article{
author = "Maslak, Veselin and Matović, Radomir and Saičić, Radomir N.",
year = "2004",
abstract = "Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides, followed by acidic work-up, affords butanolides in moderate/good yields. With epihalohydrins the reaction is regioselective and occurs at the less substituted end of the epoxide; the gamma-haloalkyl-gamma-butanolides thus obtained can be further transformed into various products. (C) 2004 Elsevier Ltd. All rights reserved.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Tetrahedron",
title = "Reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides",
volume = "60",
number = "40",
pages = "8957-8966",
doi = "10.1016/j.tet.2004.07.007"
}
Maslak, V., Matović, R.,& Saičić, R. N.. (2004). Reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides. in Tetrahedron
Oxford : Pergamon-Elsevier Science Ltd., 60(40), 8957-8966.
https://doi.org/10.1016/j.tet.2004.07.007
Maslak V, Matović R, Saičić RN. Reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides. in Tetrahedron. 2004;60(40):8957-8966.
doi:10.1016/j.tet.2004.07.007 .
Maslak, Veselin, Matović, Radomir, Saičić, Radomir N., "Reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides" in Tetrahedron, 60, no. 40 (2004):8957-8966,
https://doi.org/10.1016/j.tet.2004.07.007 . .
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31

Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides

Maslak, Veselin; Matović, Radomir; Saičić, Radomir N.

(Oxford : Pergamon-Elsevier Science Ltd, 2002)

TY  - JOUR
AU  - Maslak, Veselin
AU  - Matović, Radomir
AU  - Saičić, Radomir N.
PY  - 2002
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2766
AB  - A new method for the synthesis of gamma-butanolides is described. The titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides, followed by acidic work-up, affords the corresponding butyrolactones in 44-83%, yield. (C) 2002 Elsevier Science Ltd. All rights reserved.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Tetrahedron Letters
T1  - Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides
VL  - 43
IS  - 31
SP  - 5411
EP  - 5413
DO  - 10.1016/S0040-4039(02)01070-5
ER  - 
@article{
author = "Maslak, Veselin and Matović, Radomir and Saičić, Radomir N.",
year = "2002",
abstract = "A new method for the synthesis of gamma-butanolides is described. The titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides, followed by acidic work-up, affords the corresponding butyrolactones in 44-83%, yield. (C) 2002 Elsevier Science Ltd. All rights reserved.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Tetrahedron Letters",
title = "Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides",
volume = "43",
number = "31",
pages = "5411-5413",
doi = "10.1016/S0040-4039(02)01070-5"
}
Maslak, V., Matović, R.,& Saičić, R. N.. (2002). Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides. in Tetrahedron Letters
Oxford : Pergamon-Elsevier Science Ltd., 43(31), 5411-5413.
https://doi.org/10.1016/S0040-4039(02)01070-5
Maslak V, Matović R, Saičić RN. Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides. in Tetrahedron Letters. 2002;43(31):5411-5413.
doi:10.1016/S0040-4039(02)01070-5 .
Maslak, Veselin, Matović, Radomir, Saičić, Radomir N., "Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides" in Tetrahedron Letters, 43, no. 31 (2002):5411-5413,
https://doi.org/10.1016/S0040-4039(02)01070-5 . .
12
11
13