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Fullerene bisadduct regioisomers containing an asymmetric diamide tether

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2017
4_10.1016j.tet.2017.10.069.pdf (2.429Mb)
Authors
Kop, Tatjana
Dordevic, Jelena
Bjelaković, Mira
Milić, Dragana
Article (Accepted Version)
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Abstract
Four macrocyclic bis(pyrrolidino)fullerene regioisomers with e-edge, e-face, trans-4 and cis-2 addition patterns were synthesized from the corresponding monoadduct by Prato's cycloaddition in a yield of 50%, and fully characterized by spectroscopic techniques. Bisadduct regioisomers were isolated easily in a pure form using dry-flash column chromatography. The relative ratio of the isolated regioisomers e-edge/e-face/trans-41cis-2 was 1.0:1.9:1.5:4.9. Morphology of self-assembled structures of the four bisadduct regioisomers in solution was characterized using scanning electron microscopy.
Keywords:
bis(pyrrolidino)fullerene regioisomers / Prato's cycloaddition / Hexamethylene-Gly-Gaba diamide tether / NMR analysis / Self-ordering
Source:
Tetrahedron, 2017, 73, 50, 7073-7078
Publisher:
  • Oxford : Pergamon-Elsevier Science Ltd
Funding / projects:
  • Design, synthesis and investigations of fullerene based nanomolecular machines (RS-172002)
Note:
  • This is peer-reviewed version f the article: Kop TJ, Đorđević J, Bjelaković MS, Milić D, Fullerene bisadduct regioisomers containing an asymmetric diamide tether, Tetrahedron, 2017, 73, 50, 7073-7078, doi: dx.doi.org/10.1016/j.tet.2017.10.069
  • http://cer.ihtm.bg.ac.rs/handle/123456789/2124

DOI: 10.1016/j.tet.2017.10.069

ISSN: 0040-4020

WoS: 000417664100011

Scopus: 2-s2.0-85032815771
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URI
https://cer.ihtm.bg.ac.rs/handle/123456789/2124
https://cer.ihtm.bg.ac.rs/handle/123456789/3004
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Kop, Tatjana
AU  - Dordevic, Jelena
AU  - Bjelaković, Mira
AU  - Milić, Dragana
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2124
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3004
AB  - Four macrocyclic bis(pyrrolidino)fullerene regioisomers with e-edge, e-face, trans-4 and cis-2 addition patterns were synthesized from the corresponding monoadduct by Prato's cycloaddition in a yield of 50%, and fully characterized by spectroscopic techniques. Bisadduct regioisomers were isolated easily in a pure form using dry-flash column chromatography. The relative ratio of the isolated regioisomers e-edge/e-face/trans-41cis-2 was 1.0:1.9:1.5:4.9. Morphology of self-assembled structures of the four bisadduct regioisomers in solution was characterized using scanning electron microscopy.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Tetrahedron
T1  - Fullerene bisadduct regioisomers containing an asymmetric diamide tether
VL  - 73
IS  - 50
SP  - 7073
EP  - 7078
DO  - 10.1016/j.tet.2017.10.069
ER  - 
@article{
author = "Kop, Tatjana and Dordevic, Jelena and Bjelaković, Mira and Milić, Dragana",
year = "2017",
abstract = "Four macrocyclic bis(pyrrolidino)fullerene regioisomers with e-edge, e-face, trans-4 and cis-2 addition patterns were synthesized from the corresponding monoadduct by Prato's cycloaddition in a yield of 50%, and fully characterized by spectroscopic techniques. Bisadduct regioisomers were isolated easily in a pure form using dry-flash column chromatography. The relative ratio of the isolated regioisomers e-edge/e-face/trans-41cis-2 was 1.0:1.9:1.5:4.9. Morphology of self-assembled structures of the four bisadduct regioisomers in solution was characterized using scanning electron microscopy.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Tetrahedron",
title = "Fullerene bisadduct regioisomers containing an asymmetric diamide tether",
volume = "73",
number = "50",
pages = "7073-7078",
doi = "10.1016/j.tet.2017.10.069"
}
Kop, T., Dordevic, J., Bjelaković, M.,& Milić, D.. (2017). Fullerene bisadduct regioisomers containing an asymmetric diamide tether. in Tetrahedron
Oxford : Pergamon-Elsevier Science Ltd., 73(50), 7073-7078.
https://doi.org/10.1016/j.tet.2017.10.069
Kop T, Dordevic J, Bjelaković M, Milić D. Fullerene bisadduct regioisomers containing an asymmetric diamide tether. in Tetrahedron. 2017;73(50):7073-7078.
doi:10.1016/j.tet.2017.10.069 .
Kop, Tatjana, Dordevic, Jelena, Bjelaković, Mira, Milić, Dragana, "Fullerene bisadduct regioisomers containing an asymmetric diamide tether" in Tetrahedron, 73, no. 50 (2017):7073-7078,
https://doi.org/10.1016/j.tet.2017.10.069 . .

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