Journal of fluorine chemistry

… preparation of two perfluoro-1, 3-butadiene synthons;(E)-1-trimethylsilyl-1, 2, 3, 4, 4-pentafluoro-1, 3-butadiene and (E)-1-tributylstannyl-1, 2, 3, 4, 4-pentafluoro-1, 3- …

C Lim, DJ Burton, CA Wesolowski

Index: Lim, Chongsoo; Burton, Donald J.; Wesolowski, Craig A. Journal of Fluorine Chemistry, 2003 , vol. 119, # 1 p. 21 - 26

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Citation Number: 16

Abstract

(E)-1-Trimethylsilyl-1, 2, 3, 4, 4-pentafluoro-1, 3-butadiene (1) can be stereospecifically prepared by Pd (0)/CuI catalyzed cross-coupling of (Z)-1-tributylstannyl-1, 2-difluoro-2- trimethylsilylethene with iodotrifluoroethene. The corresponding (E)-1-tributylstannyl-1, 2, 3, 4, 4-pentafluoro-1, 3-butadiene can be prepared via the stereospecific conversion of 1 with Bu3SnOSnBu3/KF (catalysis) to the corresponding vinylstannane.