Bulletin of the Chemical Society of Japan

Re-investigation of the Coupling Reaction of 2-Aryl-1, 1-dibromo-3, 3, 3-trifluoropropenes. Preparation of Perfluoroalkylated (3) Cumulenes.

H Uno, N Nibu, N Misobe

Index: Uno, Hidemitsu; Nibu, Nobumasa; Misobe, Noboru Bulletin of the Chemical Society of Japan, 1999 , vol. 72, # 6 p. 1365 - 1375

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Citation Number: 15

Abstract

The coupling reaction of perfluoroalkylated 2-aryl-1, 1-dibromoalkenes using zinc and copper (I) bromide gave stereoisomeric mixtures of [3] cumulenes and [4] radialenes. The ratio of [3] cumulenes and [4] radialenes mainly depended upon the reaction temperature and the electronic character of the aryl group. When the coupling reaction was carried out at− 40° C,(E)-and (Z)-[3] cumulenes were obtained in good selectivity and only trace ...