Rates of thermolysis of azidobenzenes in solution: large stabilizations of transition states by charge transfer from electron-donor substituents

LK Dyall

Index: Dyall, Leonard K.; L'abbe, Gerrit; Dehaen, Wim Journal of the Chemical Society. Perkin Transactions 2, 1997 , # 5 p. 971 - 975

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Citation Number: 2

Abstract

Introduction of+ R type para substituents into azidobenzenes causes very large increases in rate of thermolysis, up to 225-fold. The rates of nitrobenzene solutions at 120° C follow a Hammett-type linear free energy relationship log k=-5.44-2.33 σ-1.48 R which indicates conjugative stabilization of a nitrene-