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

W Adam, N Carballeira

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

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被引用次数: 34

摘要

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 ...