title: Unexpected fullerene dimerization via [5,6]-bond upon functionalization of C(s)-C70(CF3)8 by the Bingel reaction.
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.
authors.affiliation: Chemistry Department, Moscow State University, Leninskie Gory, 119991, Moscow, Russia. nso@thermo.chem.msu.ru
authors.forename: Natalia S
authors.initials: NS
authors.lastname: Ovchinnikova
authors.forename: Alexey A
authors.initials: AA
authors.lastname: Goryunkov
authors.forename: Pavel A
authors.initials: PA
authors.lastname: Khavrel
authors.forename: Nikita M
authors.initials: NM
authors.lastname: Belov
authors.forename: Marina G
authors.initials: MG
authors.lastname: Apenova
authors.forename: Ilya N
authors.initials: IN
authors.lastname: Ioffe
authors.forename: Marina A
authors.initials: MA
authors.lastname: Yurovskaya
authors.forename: Sergey I
authors.initials: SI
authors.lastname: Troyanov
authors.forename: Lev N
authors.initials: LN
authors.lastname: Sidorov
authors.forename: Erhard
authors.initials: E
authors.lastname: Kemnitz