The electronic properties of fluoroalkyl groups. Fluorine p-π interaction1

WA Sheppard

Index: Sheppard,W.A. Journal of the American Chemical Society, 1965 , vol. 87, # 11 p. 2410 - 2420

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Citation Number: 106

Abstract

The inductive and resonance efects of the pentafluoroethyl, nonafluoro-n-butyl, and heptafluoroisopropyl groups determined from pK, measurements on benzoic acids and anilines are similar to those of a tri3uoromethyl group. These results are discussed in terms of fluoride ion hyperconjugation and n-inductive efect, and a new explanation is proposed for the+ R character of the fluoroalkyl groups. The interaction of p-electrons of the fluorines ...