Diels–Alder approach to the synthesis of azulene-substituted benzene derivatives. Synthesis and redox behavior of 1, 2-di (6-azulenyl) tetraphenylbenzenes

S Ito, H Inabe, T Okujima, N Morita, M Watanabe…

Index: Ito; Inabe; Okujima; Morita; Watanabe; Imafuku Tetrahedron Letters, 2000 , vol. 41, # 43 p. 8343 - 8347

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Citation Number: 27

Abstract

1, 2-Di (6-azulenyl) tetraphenylbenzenes and (6-azulenyl) pentaphenylbenzenes were synthesized by Diels–Alder reaction of di (6-azulenyl) acetylenes and 6-(phenylethynyl) azulenes with tetraphenylcyclopentadienone. Mono (6-azulenyl) benzenes exhibited a reduction wave upon cyclic voltammetry (CV). In contrast to the benzene derivatives, di (6- azulenyl) benzenes showed a two-step reduction wave at similar potential region upon ...