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■ Stable Antiaromatic 1,4-Diazapentalenes: Synthesis and Oxidation Reaction of 2-Vinyl- and 2,5-Divinyl-1,4-dihydropyrrolo[3,2-b]pyrrole Derivatives

Kyosuke Satake,* Daizo Nakoge, and Masaru Kimura

*Department of Chemistry, Faculty of Science, Okayama University, 3-1-1 Tsushima-naka, Okayama 700-8530, Japan

Abstract

Stabel and isolable 8π electrons antiaromatic compounds, 2-vinyl and 2,5-divinyl substituted 1,4-diazapentalenes were synthesized via an oxidation reaction of correspondingly substituted 1,4-dihydro-3,6-di-tert-butylpyrrolo[3,2-b]pyrroles which were prepared by an electrophilic addition reaction of dimethyl acetylenedicarboxylate (DMAD).