Organic & biomolecular chemistry

Determining the σ-donor ability of the cyclopropane C–C bond

NL Fifer, JM White

Index: Fifer, Nathan L.; White, Jonathan M. Organic and Biomolecular Chemistry, 2005 , vol. 3, # 9 p. 1776 - 1780

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Citation Number: 6

Abstract

The low temperature crystal structures of ester and ether derivatives of varying electron demand, derived from cyclopropylmethanol 8 and dicyclopropylmethanol 9, have been determined. These structures show a very strong response of the C–OR bond distance to the electron demand of the OR substituent, demonstrating the strong σ-donor ability of the strained C–C bonds in the cyclopropane ring.