Formation of 2, 2'-diacyl-9, 9'-bifluorenylidene isomers from 2-acyl-9-bromofluorene and base-catalyzed isomerization of the formed alkenes

M Minabe, A Yamazaki, T Imai, T Takanezawa…

Index: Minabe, Masahiro; Yamazaki, Ayumi; Imai, Toshinobu; Takanezawa, Takumi; Karikomi, Michinori Bulletin of the Chemical Society of Japan, 2006 , vol. 79, # 11 p. 1758 - 1765

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Abstract

We studied the formation of 2, 2′-diacyl-9, 9′-bifluorenylidene from 2-acyl-9- bromofluorene. The E-isomer was obtained mainly when the acyl group was a short alkyl chain, such as an acetyl group, and Z-isomer was isolated predominantly when a long acyl chain such as stearoyl group was attached. 9, 9′-Bifluorenylidene was formed via anti elimination of hydrogen bromide from the intermediate 9-bromo-9, 9′-bifluorenyl. This ...

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