Role of through space 2p-3d overlap in the alkylation of (. omega.-N, N-dimethylaminoalkyl) diphenylphosphines and in the alkaline decomposition of related …

WE McEwen, JH Smith, EJ Woo

Index: McEwen, William E.; Smith, Joanne H.; Woo, Edward J. Journal of the American Chemical Society, 1980 , vol. 102, # 8 p. 2746 - 2751

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Citation Number: 11

Abstract

Abstract: A series of (oN, N-dimethylaminoalkyl) diphenylphosphines has been prepared and subjected to reaction with ben-zyl chloride in benzene-methanol (60: 40 v/v) at 3 1. O f 0.1 OC. Each of the quaternization reactions was found to follow the second-order rate law, and the data indicated the operation of a modest degree of through space 2p-3d overlap between the amino nitrogen and the phosphorus atom in the transition state. A series of ...