Unexpected fullerene dimerizationvia [5,6]-bond upon functionalization of Cs-C70(CF3)8by the Bingel reaction
Natalia S Ovchinnikova
1
,
A. Goryunkov
1
,
Pavel A. Khavrel
1
,
Nikita M Belov
1
,
Marina G Apenova
1
,
Ilya Ioffe
1
,
Marina A. Yurovskaya
1
,
Sergey Troyanov
1
,
Lev N. Sidorov
1
,
Publication type: Journal Article
Publication date: 2011-01-01
scimago Q2
wos Q1
SJR: 0.653
CiteScore: 6.0
Impact factor: 3.3
ISSN: 14779226, 14779234
PubMed ID:
21152554
Inorganic Chemistry
Abstract
The Bingel reaction of the C(s) isomer of C(70)(CF(3))(8) has been found to yield two C(70)(CF(3))(8)[C(CO(2)Et)(2)] monoadducts and one C(70)(CF(3))(8)[C(CO(2)Et)(2)](2) bisadduct as its major products. Malonate addition occurs at those [6,6]-bonds that radiate from the polar pentagons of the C(70)(CF(3))(8) cage. Unexpectedly, X-ray single crystal analysis reveals dimerization of the above substances during crystallization, providing two isomers of {C(70)(CF(3))(8)[C(CO(2)Et)(2)]}(2), one isomer of {C(70)(CF(3))(8)[C(CO(2)Et)(2)](2)}(2) and {C(70)(CF(3))(8)}(2). This dimerization represents [2+2]-cycloaddition via [5,6]-bonds and results in functionalization patterns resembling several known C(70)X(10) derivatives.
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Ovchinnikova N. S. et al. Unexpected fullerene dimerizationvia [5,6]-bond upon functionalization of Cs-C70(CF3)8by the Bingel reaction // Dalton Transactions. 2011. Vol. 40. No. 4. pp. 959-965.
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Ovchinnikova N. S., Goryunkov A., Khavrel P. A., Belov N. M., Apenova M. G., Ioffe I., Yurovskaya M. A., Troyanov S., Sidorov L. N., Kemnitz E. Unexpected fullerene dimerizationvia [5,6]-bond upon functionalization of Cs-C70(CF3)8by the Bingel reaction // Dalton Transactions. 2011. Vol. 40. No. 4. pp. 959-965.
Cite this
RIS
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TY - JOUR
DO - 10.1039/c0dt00777c
UR - https://doi.org/10.1039/c0dt00777c
TI - Unexpected fullerene dimerizationvia [5,6]-bond upon functionalization of Cs-C70(CF3)8by the Bingel reaction
T2 - Dalton Transactions
AU - Ovchinnikova, Natalia S
AU - Goryunkov, A.
AU - Khavrel, Pavel A.
AU - Belov, Nikita M
AU - Apenova, Marina G
AU - Ioffe, Ilya
AU - Yurovskaya, Marina A.
AU - Troyanov, Sergey
AU - Sidorov, Lev N.
AU - Kemnitz, E.
PY - 2011
DA - 2011/01/01
PB - Royal Society of Chemistry (RSC)
SP - 959-965
IS - 4
VL - 40
PMID - 21152554
SN - 1477-9226
SN - 1477-9234
ER -
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BibTex (up to 50 authors)
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@article{2011_Ovchinnikova,
author = {Natalia S Ovchinnikova and A. Goryunkov and Pavel A. Khavrel and Nikita M Belov and Marina G Apenova and Ilya Ioffe and Marina A. Yurovskaya and Sergey Troyanov and Lev N. Sidorov and E. Kemnitz},
title = {Unexpected fullerene dimerizationvia [5,6]-bond upon functionalization of Cs-C70(CF3)8by the Bingel reaction},
journal = {Dalton Transactions},
year = {2011},
volume = {40},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://doi.org/10.1039/c0dt00777c},
number = {4},
pages = {959--965},
doi = {10.1039/c0dt00777c}
}
Cite this
MLA
Copy
Ovchinnikova, Natalia S., et al. “Unexpected fullerene dimerizationvia [5,6]-bond upon functionalization of Cs-C70(CF3)8by the Bingel reaction.” Dalton Transactions, vol. 40, no. 4, Jan. 2011, pp. 959-965. https://doi.org/10.1039/c0dt00777c.
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