Heterocyclic Derivatives of Fullerene C₆₀. Part 2. Cycloaddition to Fullerene C₆₀ of the Products of Dehydrochlorination of N‐Benzyltrifluoroacetimidoyl Chlorides.

Abstract

Chlorides. -Trifluoroacetimidoyl chlorides (I) and (V) react with fullerene C60 via a [3 + 2] or [4 + 2] cycloaddition to form fulleropyrrolines (III) and (IV) or fulleropiperidine (VI), respectively. -(REINOV, M. V.; YUROVSKAYA, M. A.; STRELETSKIY, A. V.; BOLTALINA, O. V.; Chem. Heterocycl. Compd. (N. Y.) 40 (2004) 9, 1150-1154; Lomonosov Moscow State Univ., Moscow 119899, Russia; Eng.) -R. Langenstrassen 22-090

Chemistry of heterocyclic compounds at the Department of Organic Chemistry, Chemical Faculty, M. V. Lomonosov State University. (Review)

“…The azadiene reacted with C 60 fullerene by a Diels-Alder reaction with annelation of the tetrahydropyridine ring [64] By 1,3-Dipolar cycloaddition of nitrile imines, generated in situ by dehydrohalogenation of hydrazonoyl chlorides or by thermal decomposition of 2,5-diaryltetrazoles, it was possible to synthesize a wide range of fulleropyrazolines, in which only the [6,6]-closed isomers were found [65]. The azadiene reacted with C 60 fullerene by a Diels-Alder reaction with annelation of the tetrahydropyridine ring [64] By 1,3-Dipolar cycloaddition of nitrile imines, generated in situ by dehydrohalogenation of hydrazonoyl chlorides or by thermal decomposition of 2,5-diaryltetrazoles, it was possible to synthesize a wide range of fulleropyrazolines, in which only the [6,6]-closed isomers were found [65].…”