Journal of the American Chemical Society

A study of the formation of haloamines and cyclic amines by the free radical chain decomposition of N-haloammonium ions (Hofmann-Löffler Reaction) 1

EJ Corey, WR Hertler

Index: Corey,E.J.; Hertler,W.R. Journal of the American Chemical Society, 1960 , vol. 82, p. 1657 - 1668

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Citation Number: 135

Abstract

Several features of the Hofmann-Loffler reaction relevant to the mechanism have been examined, including stereochemistry, hydrogen isotope effect, initiation, inhibition, catalysis, intermediates and selectivity of hydrogen transfer. The results point conclusively to a free radical chain mechanism involving intramolecular hydrogen transfer as one of the propagation steps.