On the mechanism of the cycloaddition of 1, 2, 4-triazoline-3, 5-diones with bicycloalkenes leading to rearranged urazoles

W Adam, N Carballeira

Index: Adam,W.; Carballeira,N. Journal of the American Chemical Society, 1984 , vol. 106, p. 2874

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Citation Number: 34

Abstract

Abstract: On the basis of product and kinetic data the intervention of an aziridinium ion (mechanism C) is postulated in the formation of rearranged urazole during the cycloaddition of triazolinediones (TAD) with benzonorbornadiene, norbornenes, and related bicycloalkenes. The cycloaddition follows the second-order rate law, first order in each component. It exhibits typically low activation enthalpies and large negative activation ...