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Synthesis, Structure, and Theoretical Study of Lower Trifluoromethyl Derivatives of [60]Fullerene
Author(s) -
Dorozhkin Evgenii I.,
Goryunkov Alexey A.,
Ioffe Ilya N.,
Avdoshenko Stanislav M.,
Markov Vitaliy Yu.,
Tamm Nadezhda B.,
Ignat'eva Daria V.,
Sidorov Lev N.,
Troyanov Sergey I.
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700487
Subject(s) - chemistry , trifluoromethylation , trifluoromethyl , fullerene , crystal structure , stereochemistry , computational chemistry , medicinal chemistry , organic chemistry , alkyl
A number of C 60 (CF 3 ) n compounds with n = 2–10 have been synthesized by the reaction of C 60 with silver trifluoroacetate and successfully isolated by means of HPLC. This resulted in the first crystal structure determination of six lower trifluoromethyl derivatives with n = 2 (single isomer), 4 (two isomers), and 6 (three isomers). A kinetic model of sequential trifluoromethylation based on the Bell–Evans–Polanyi principle has been used to explain the experimentally observed isomeric distribution in the mixtures of C 60 (CF 3 ) n compounds up to n = 6. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
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