Regioselective synthesis and crystal structure of C70(CF3)10[C(CO2Et)2]
Nataliya S Ovchinnikova
1
,
Daria V Ignateva
1
,
Nadezhda B Tamm
1
,
A. Goryunkov
1
,
Ilya Ioffe
1
,
Vitaliy Markov
1
,
Sergey Troyanov
1
,
Lev N. Sidorov
1
,
Marina A. Yurovskaya
1
,
Publication type: Journal Article
Publication date: 2008-01-01
scimago Q2
wos Q3
SJR: 0.493
CiteScore: 5.0
Impact factor: 2.5
ISSN: 11440546, 13699261
DOI:
10.1039/b704924b
Materials Chemistry
General Chemistry
Catalysis
Abstract
The Bingel reaction of poly(trifluoromethyl)fullerene p7mp-C70(CF3)10 with diethyl malonate and CBr4 in the presence of bases yields the C70(CF3)10[C(CO2Et)2] cycloadduct as a major product, along with two C70(CF3)10[CH(CO2Et)] isomers. An XRD study of the main compound demonstrates that a [2 + 1] cycloaddition occurs at the unoccupied pole of the p7mp-C70(CF3)10 molecule. The observed regiochemical selectivity of the [2 + 1] cycloaddition is shown to be favored from both energetic and orbital reactivity viewpoints.
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Ovchinnikova N. S. et al. Regioselective synthesis and crystal structure of C70(CF3)10[C(CO2Et)2] // New Journal of Chemistry. 2008. Vol. 32. No. 1. pp. 89-93.
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Ovchinnikova N. S., Ignateva D. V., Tamm N. B., Avdoshenko S., Goryunkov A., Ioffe I., Markov V., Troyanov S., Sidorov L. N., Yurovskaya M. A., Kemnitz E. Regioselective synthesis and crystal structure of C70(CF3)10[C(CO2Et)2] // New Journal of Chemistry. 2008. Vol. 32. No. 1. pp. 89-93.
Cite this
RIS
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TY - JOUR
DO - 10.1039/b704924b
UR - https://doi.org/10.1039/b704924b
TI - Regioselective synthesis and crystal structure of C70(CF3)10[C(CO2Et)2]
T2 - New Journal of Chemistry
AU - Ovchinnikova, Nataliya S
AU - Ignateva, Daria V
AU - Tamm, Nadezhda B
AU - Avdoshenko, Stanislav
AU - Goryunkov, A.
AU - Ioffe, Ilya
AU - Markov, Vitaliy
AU - Troyanov, Sergey
AU - Sidorov, Lev N.
AU - Yurovskaya, Marina A.
AU - Kemnitz, E.
PY - 2008
DA - 2008/01/01
PB - Royal Society of Chemistry (RSC)
SP - 89-93
IS - 1
VL - 32
SN - 1144-0546
SN - 1369-9261
ER -
Cite this
BibTex (up to 50 authors)
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@article{2008_Ovchinnikova,
author = {Nataliya S Ovchinnikova and Daria V Ignateva and Nadezhda B Tamm and Stanislav Avdoshenko and A. Goryunkov and Ilya Ioffe and Vitaliy Markov and Sergey Troyanov and Lev N. Sidorov and Marina A. Yurovskaya and E. Kemnitz},
title = {Regioselective synthesis and crystal structure of C70(CF3)10[C(CO2Et)2]},
journal = {New Journal of Chemistry},
year = {2008},
volume = {32},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://doi.org/10.1039/b704924b},
number = {1},
pages = {89--93},
doi = {10.1039/b704924b}
}
Cite this
MLA
Copy
Ovchinnikova, Nataliya S., et al. “Regioselective synthesis and crystal structure of C70(CF3)10[C(CO2Et)2].” New Journal of Chemistry, vol. 32, no. 1, Jan. 2008, pp. 89-93. https://doi.org/10.1039/b704924b.