Synthesis of some aromatic diisocyanides with trichloromethyl chloroformate

…, I Feinstein, L Wackerle, A Goldman

Index: Efraty, Avi; Feinstein, Irene; Wackerle, Lorenz; Goldman, Alexander Journal of Organic Chemistry, 1980 , vol. 45, # 20 p. 4059 - 4061

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Citation Number: 39

Abstract

In these transition states, the base species is the homohydrogen-bonded t-BuOK ion pair which provides electrostatic interactions of the base counterion with the leaving group. These attractive interactions are stronger in transition states forming 1-alkene, 2, and cis-2- alkene, 3, than in that leading to trans-2-alkene, 4, because of the disruptive a-methyl group in 4. In going from dissociated to associated base, the repression of trans-2-alkene ...