Chemical and physical consequences of 2p-3d overlap in o-anisylphosphines and o-anisylphosphonium salts

WE McEwen, WI Shiau, YI Yeh, DN Schulz…

Index: McEwen,W.E. et al. Journal of the American Chemical Society, 1975 , vol. 97, # 7 p. 1787 - 1794

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Citation Number: 29

Abstract

Abstract: Rate data for the quaternization reactions of various triarylphosphines with benzyl chloride, benzyl bromide, and n-butyl chloride are presented. There are two particularly striking effects.(1) The presence of an o-methoxy group in the phosphine causes a marked acceleration of the reaction.(2) The difference in the rates of reaction of a given triarylphosphine with benzyl chloride and n-butyl chloride is less than 20, probably the ...