Torsional effects on the conformations of two diastereomeric tetracyclic bis (hydrazines)

SF Nelsen, JJ Wolff, H Chang…

Index: Nelsen, Stephen F.; Jens Wolff; Chang, Hao; Powell, Douglas R. Journal of the American Chemical Society, 1991 , vol. 113, # 21 p. 7882 - 7886

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Citation Number: 18

Abstract

Abstract: The symmetrical tetraazatetracyclotetradecadiene (1) is bis (tert-butylated)(tert- butyl alcohol/H+) and bis (methy1ated)(methyllithium) to a 1: 1 mixture of diastereomeric bis (tert-butylmethylhydrazines) with like alkyl groups anti (9a) and syn (9s). 9a has the expected C, symmetry on the NMR time scale (both tert-butyl groups are directed away from the central CC bond, conformation Oi, Oi in Scheme 11). 9s does not have the expected C, ...