Regioselectivity of multiple cyclopropanations of C60 and introduction of a general bond-labeling algorithm for fullerenes and their derivatives

Hirsch A, Lamparth I, Schick G (1996)


Publication Type: Journal article, Original article

Publication year: 1996

Journal

Original Authors: Hirsch A., Lamparth I., Schick G.

Pages Range: 1725-1734

Journal Issue: 11

URI: https://www.scopus.com/record/display.uri?eid=2-s2.0-33748894862&origin=inward

Abstract

A computational (AM1) analysis is presented which shows that the observed regioselectivities of multiple cyclopropanations of C are due to orbital-allowed processes. Next to the coefficients of frontier orbitals the characteristic cage distortions of the oligomethanofullerenes are discussed. For further experimental corroboration the synthesis and characterization of an unsymmetrical trisadduct with a I,eI,III*-addition pattern are described. Moreover, since a systematic and descriptive assignment of addition patterns in derivatives of C and higher fullerenes becomes more and more important, a simple and general algorithm is introduced, which enables unambiguous bond labeling of both [6,6]- and [5,6]-bonds as well as the assignment of the absolute configuration of any fullerene derivative. © VCH Verlagsgesellschaft mbH, 1996.

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How to cite

APA:

Hirsch, A., Lamparth, I., & Schick, G. (1996). Regioselectivity of multiple cyclopropanations of C60 and introduction of a general bond-labeling algorithm for fullerenes and their derivatives. Liebigs Annalen/Recueil, 11, 1725-1734.

MLA:

Hirsch, Andreas, Iris Lamparth, and Georg Schick. "Regioselectivity of multiple cyclopropanations of C60 and introduction of a general bond-labeling algorithm for fullerenes and their derivatives." Liebigs Annalen/Recueil 11 (1996): 1725-1734.

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