The stereoselective synthesis of (E)-octafluoro-1,3,5-hexatriene and (3E,5E,7E)-dodecafluoro-1,3,5,7,9-decapentaene |
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| Authors: | Qibo Liu |
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| Institution: | Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA |
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| Abstract: | (E)-(1,2-Difluoro-1,2-ethenediyl)bistributylstannane], 3, readily undergoes a Pd(PPh3)4/CuI-catalyzed cross-coupling reaction with iodotrifluoroethene to yield (E)-octafluoro-1,3,5-hexatriene, 4, in high isomeric purity. (1Z,3E,5Z)-(1,2,3,4,5,6-Hexafluoro-1,3,5-hexenetriyl)bistributylstannane], 7, was sequentially prepared from (1Z,3E,5Z)-(1,2,3,4,5,6-hexafluoro-1,3,5-hexenetriyl)bistriethylsilane], 5, which was prepared via a Pd(PPh3)4/CuI-catalyzed cross-coupling reaction of 3 with (E)-1,2-difluoro-1-iodo-2-triethylsilylethene, 6. Pd(PPh3)4/CuI cross-coupling of 7 with iodotrifluoroethene gave (3E,5E,7E)-dodecafluoro-1,3,5,7,9-decapentaene, 8. |
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| Keywords: | (E)-Octafluoro-1 3 5-hexatriene (3E 5E 7E)-Dodecafluoro-1 3 5 7 9-decapentaene Perfluorotrienes Perfluoropentaenes (1Z 3E 5Z)-(1 2 3 4 5 6-Hexafluoro-1 3 5-hexenetriyl)bis[tributylstannane] Pd(PPh3)4/CuI-catalyzed reactions |
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