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Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines

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2015
1827.pdf (1.034Mb)
Authors
Kop, Tatjana
Bjelaković, Mira
Dordevic, Jelena
Zekic, Andrijana
Milić, Dragana
Article (Published version)
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Abstract
Two different alpha,omega-diglicynes linked by linear polyoxaalkyl chains in the presence of formaldehyde underwent Prato reaction to the fullerene C-60. The shorter linker templated formation of only cis-bisadducts, while the longer one afforded a mixture of four bisadducts (all cis and the equatorial) and difullerene dumbbell compound. Their structures were confirmed by the extensive analysis of the spectral data and molecular symmetry, as well. All compounds expressed an ability to arrange into hierarchically ordered supramolecular aggregates, the form of which depended both on the addition pattern and the spacer structure. The attenuated electron-accepting affinity, examined by cyclic voltammetry was in agreement with diminished delocalization of the pi-electronic system. In addition, all compounds exerted a notable radical scavenging activity.
Source:
RSC Advances, 2015, 5, 115, 94599-94606
Publisher:
  • Royal Soc Chemistry, Cambridge
Funding / projects:
  • Design, synthesis and investigations of fullerene based nanomolecular machines (RS-172002)

DOI: 10.1039/c5ra17392b

ISSN: 2046-2069

WoS: 000364906600010

Scopus: 2-s2.0-84946945297
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1
1
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/1829
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Kop, Tatjana
AU  - Bjelaković, Mira
AU  - Dordevic, Jelena
AU  - Zekic, Andrijana
AU  - Milić, Dragana
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1829
AB  - Two different alpha,omega-diglicynes linked by linear polyoxaalkyl chains in the presence of formaldehyde underwent Prato reaction to the fullerene C-60. The shorter linker templated formation of only cis-bisadducts, while the longer one afforded a mixture of four bisadducts (all cis and the equatorial) and difullerene dumbbell compound. Their structures were confirmed by the extensive analysis of the spectral data and molecular symmetry, as well. All compounds expressed an ability to arrange into hierarchically ordered supramolecular aggregates, the form of which depended both on the addition pattern and the spacer structure. The attenuated electron-accepting affinity, examined by cyclic voltammetry was in agreement with diminished delocalization of the pi-electronic system. In addition, all compounds exerted a notable radical scavenging activity.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines
VL  - 5
IS  - 115
SP  - 94599
EP  - 94606
DO  - 10.1039/c5ra17392b
ER  - 
@article{
author = "Kop, Tatjana and Bjelaković, Mira and Dordevic, Jelena and Zekic, Andrijana and Milić, Dragana",
year = "2015",
abstract = "Two different alpha,omega-diglicynes linked by linear polyoxaalkyl chains in the presence of formaldehyde underwent Prato reaction to the fullerene C-60. The shorter linker templated formation of only cis-bisadducts, while the longer one afforded a mixture of four bisadducts (all cis and the equatorial) and difullerene dumbbell compound. Their structures were confirmed by the extensive analysis of the spectral data and molecular symmetry, as well. All compounds expressed an ability to arrange into hierarchically ordered supramolecular aggregates, the form of which depended both on the addition pattern and the spacer structure. The attenuated electron-accepting affinity, examined by cyclic voltammetry was in agreement with diminished delocalization of the pi-electronic system. In addition, all compounds exerted a notable radical scavenging activity.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines",
volume = "5",
number = "115",
pages = "94599-94606",
doi = "10.1039/c5ra17392b"
}
Kop, T., Bjelaković, M., Dordevic, J., Zekic, A.,& Milić, D.. (2015). Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines. in RSC Advances
Royal Soc Chemistry, Cambridge., 5(115), 94599-94606.
https://doi.org/10.1039/c5ra17392b
Kop T, Bjelaković M, Dordevic J, Zekic A, Milić D. Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines. in RSC Advances. 2015;5(115):94599-94606.
doi:10.1039/c5ra17392b .
Kop, Tatjana, Bjelaković, Mira, Dordevic, Jelena, Zekic, Andrijana, Milić, Dragana, "Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines" in RSC Advances, 5, no. 115 (2015):94599-94606,
https://doi.org/10.1039/c5ra17392b . .

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