Solvatochromism of symmetrical 2,6-distyrylpyridines. An experimental and theoretical study
Само за регистроване кориснике
2015
Аутори
Markovic, Jelena M.Trišović, Nemanja
Mutavdžić, Dragosav
Radotić, Ksenija
Juranić, Ivan
Drakulić, Branko
Marinković, Aleksandar D.
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Seven symmetrical 2,6-distyrylpyridines, phenyl-substituted with hydrogen-bond donors, hydrogenbond
acceptors, halogens and hydrophobic moieties were synthesized and their spectroscopic characterization
was done. Solvent effects on the absorption and fluorescence spectra were analyzed and quantified
using the Kamlet–Taft and Catalán approach. The obtained results were rationalized by comparison of
electrostatic potentials of the molecules in the ground and in excited state and by comparison of the frontier
molecular orbitals (HOMO and LUMO), derived from quantum-mechanical calculations (HF, DFT,
MP2). Analysis of the results revealed an important influence of non-specific (dispersive) interactions
on the solvatochromic behavior of the compounds. 1D and 2D NMR data, in silico obtained conformational
assembly of the compound, and the NMR analysis of molecular flexibility in solution (NAMFIS), were used
to estimate population of conformers and to deconvolute the UV-Vis spectrum o...f representative derivative;
inferring that the conformational assembly is more complex than was assumed in so far published
literature data for this class of compounds. Along with this, the emission spectra of the representative
compounds were decomposed by the Multivariate Curve Resolution analysis.
Кључне речи:
UV–Vis spectroscopy / Fluorescence spectroscopy / Conformational preferencesИзвор:
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2015, 135, 435-446Издавач:
- Amsterdam : Elsevier
Финансирање / пројекти:
- Проучавање синтезе, структуре и активности органских једињења природног и синтетског порекла (RS-MESTD-Basic Research (BR or ON)-172013)
- Рационални дизајн и синтеза биолошки активних и координационих једињења и функционалних материјала, релевантних у (био)нанотехнологији (RS-MESTD-Basic Research (BR or ON)-172035)
- Испитивања односа структура-функција у ћелијском зиду биљака и измене структуре зида ензимским инжењерингом (RS-MESTD-Basic Research (BR or ON)-173017)
- Истраживање климатских промена и њиховог утицаја на животну средину - праћење утицаја, адаптација и ублажавање (RS-MESTD-Integrated and Interdisciplinary Research (IIR or III)-43007)
- Моделирање и нумеричке симулације сложених вишечестичних система (RS-MESTD-Basic Research (BR or ON)-171017)
- High-Performance Computing Infrastructure for South East Europe's Research Communities (EU-FP7-261499)
- European Grid Initiative: Integrated Sustainable Pan-European Infrastructure for Researchers in Europe (EU-FP7-261323)
- PRACE - Third Implementation Phase Project (EU-FP7-312763)
Напомена:
- Supplementary material: http://dx.doi.org/10.1016/j.saa.2014.07.023
DOI: 10.1016/j.saa.2014.07.023
ISSN: 13861425
PubMed: 25108111
WoS: 000343337700055
Scopus: 2-s2.0-84907364550
Институција/група
IHTMTY - JOUR AU - Markovic, Jelena M. AU - Trišović, Nemanja AU - Mutavdžić, Dragosav AU - Radotić, Ksenija AU - Juranić, Ivan AU - Drakulić, Branko AU - Marinković, Aleksandar D. PY - 2015 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/3431 AB - Seven symmetrical 2,6-distyrylpyridines, phenyl-substituted with hydrogen-bond donors, hydrogenbond acceptors, halogens and hydrophobic moieties were synthesized and their spectroscopic characterization was done. Solvent effects on the absorption and fluorescence spectra were analyzed and quantified using the Kamlet–Taft and Catalán approach. The obtained results were rationalized by comparison of electrostatic potentials of the molecules in the ground and in excited state and by comparison of the frontier molecular orbitals (HOMO and LUMO), derived from quantum-mechanical calculations (HF, DFT, MP2). Analysis of the results revealed an important influence of non-specific (dispersive) interactions on the solvatochromic behavior of the compounds. 1D and 2D NMR data, in silico obtained conformational assembly of the compound, and the NMR analysis of molecular flexibility in solution (NAMFIS), were used to estimate population of conformers and to deconvolute the UV-Vis spectrum of representative derivative; inferring that the conformational assembly is more complex than was assumed in so far published literature data for this class of compounds. Along with this, the emission spectra of the representative compounds were decomposed by the Multivariate Curve Resolution analysis. PB - Amsterdam : Elsevier T2 - Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy T1 - Solvatochromism of symmetrical 2,6-distyrylpyridines. An experimental and theoretical study VL - 135 SP - 435 EP - 446 DO - 10.1016/j.saa.2014.07.023 ER -
@article{ author = "Markovic, Jelena M. and Trišović, Nemanja and Mutavdžić, Dragosav and Radotić, Ksenija and Juranić, Ivan and Drakulić, Branko and Marinković, Aleksandar D.", year = "2015", abstract = "Seven symmetrical 2,6-distyrylpyridines, phenyl-substituted with hydrogen-bond donors, hydrogenbond acceptors, halogens and hydrophobic moieties were synthesized and their spectroscopic characterization was done. Solvent effects on the absorption and fluorescence spectra were analyzed and quantified using the Kamlet–Taft and Catalán approach. The obtained results were rationalized by comparison of electrostatic potentials of the molecules in the ground and in excited state and by comparison of the frontier molecular orbitals (HOMO and LUMO), derived from quantum-mechanical calculations (HF, DFT, MP2). Analysis of the results revealed an important influence of non-specific (dispersive) interactions on the solvatochromic behavior of the compounds. 1D and 2D NMR data, in silico obtained conformational assembly of the compound, and the NMR analysis of molecular flexibility in solution (NAMFIS), were used to estimate population of conformers and to deconvolute the UV-Vis spectrum of representative derivative; inferring that the conformational assembly is more complex than was assumed in so far published literature data for this class of compounds. Along with this, the emission spectra of the representative compounds were decomposed by the Multivariate Curve Resolution analysis.", publisher = "Amsterdam : Elsevier", journal = "Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy", title = "Solvatochromism of symmetrical 2,6-distyrylpyridines. An experimental and theoretical study", volume = "135", pages = "435-446", doi = "10.1016/j.saa.2014.07.023" }
Markovic, J. M., Trišović, N., Mutavdžić, D., Radotić, K., Juranić, I., Drakulić, B.,& Marinković, A. D.. (2015). Solvatochromism of symmetrical 2,6-distyrylpyridines. An experimental and theoretical study. in Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy Amsterdam : Elsevier., 135, 435-446. https://doi.org/10.1016/j.saa.2014.07.023
Markovic JM, Trišović N, Mutavdžić D, Radotić K, Juranić I, Drakulić B, Marinković AD. Solvatochromism of symmetrical 2,6-distyrylpyridines. An experimental and theoretical study. in Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2015;135:435-446. doi:10.1016/j.saa.2014.07.023 .
Markovic, Jelena M., Trišović, Nemanja, Mutavdžić, Dragosav, Radotić, Ksenija, Juranić, Ivan, Drakulić, Branko, Marinković, Aleksandar D., "Solvatochromism of symmetrical 2,6-distyrylpyridines. An experimental and theoretical study" in Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 135 (2015):435-446, https://doi.org/10.1016/j.saa.2014.07.023 . .