RUS  ENG
Full version
JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2004 Volume 14, Issue 6, Pages 299–301 (Mi mendc3919)

This article is cited in 12 papers

Generation and stereocontrolled trapping of 3-phenylcyclopropene and its derivatives

A. E. Shesheneva, M. S. Bairdb, A. K. Croftb, I. G. Bolesova

a Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
b Department of Chemistry, University of Wales, Bangor, UK

Abstract: Selective methods for the preparation of 3-phenylcyclopropene and its 1-substituted derivatives are provided. The parent cyclopropene is readily trapped in (3+2)- and (4+2)-cycloadditions that lead to exo-3-phenyl-1,2-disubstituted cyclopropanes. Ab initio calculations suggest that the lowest energy conformation has the plane of the benzene ring perpendicular to the cyclopropene π-bond but with a low rotation barrier.

Language: English

DOI: 10.1070/MC2004v014n06ABEH002061



© Steklov Math. Inst. of RAS, 2025