Extremely congested hydrazine radical cations

SF Nelsen, WP Parmelee

Index: Nelsen, Stephen F.; Parmelee, William P. Journal of Organic Chemistry, 1981 , vol. 46, # 17 p. 3453 - 3456

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Citation Number: 14

Abstract

Results Hindered Tetraalkylhydrazine Preparation. We first treated I+ with tert-butyllithium in hopes of generating 4, the major autoxidation product of trialkylhydrazine 5.3 We thought that deprotonation of 1+ was a possible way of forming 4, by analogy with homoenolization of 2-norbornanone derivative^,^ but had failed to see reaction of 1'with several weaker bases. Instead of deprotonation, however, a good yield of the tert-butyl adduct 6 was~ ...