Arene 1, 4-diradical formation from o-dialkynylarenes

MF Semmelhack, T Neu, F Foubelo

Index: Semmelhack, M. F.; Neu, Thomas; Foubelo, Francisco Journal of Organic Chemistry, 1994 , vol. 59, # 17 p. 5038 - 5047

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Citation Number: 100

Abstract

A series of 10-membered cyclic 1, 5-diynes has been prepared with arene rings fused at positions C-3lC-4. The arenes include simple benzene rings, a naphthoquinone and naphthohydroquinone, and an anthraquinone and anthracene unit. Consistent with a simple picture relating the extent of double bond character in the ene part of the ene-diyne with the rate of arene-l, 4-diyl formation, the hydroquinone derivatives were much less reactive ...