Journal of the American Chemical Society

Crypto Cope Rearrangement of 1, 3-Dicyano-5-phenyl-4, 4-d 2-hexa-2, 5-diene. Chameleonic or Centauric?

WE Doering, Y Wang

Index: Doering, W. Von E.; Wang, Yonghui Journal of the American Chemical Society, 1999 , vol. 121, # 47 p. 10967 - 10975

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Citation Number: 30

Abstract

The “centauric” model for evaluation of the effect of radical-stabilizing perturbations on the Cope rearrangement conjectures independent action of substituents that make conflicting electronic demands on the two halves of the transition region. The present test of this conjecture compares 1, 3-dicyano-[5-protio]-hexa-1, 5-diene (1 (H)) and 2-phenylhexa-1, 5- diene, with 1, 3-dicyano-5-phenylhexa-1, 5-diene (1 (Ph)). Thermochemical information ...