Stereospecific synthesis of alkenyl sulphides by cross-coupling reactions of secondary alkyl Grignard reagents with Z- or E-1-bromo-2-phenylthioethene in the presence of transition metal catalysts |
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| Institution: | 1. Department of Chemistry, Dibrugarh University, Dibrugarh 786004, Assam, India;2. Institute of Applied Synthetic Chemistry, Vienna University of Technology, Vienna A-1060, Austria;1. Key Laboratory of Magnetic Molecules & Magnetic Information Materials Ministry of Education, Shanxi Normal University, Linfen, 041004, China;2. The school of Chemical and Material Science, Shanxi Normal University, No. 1, Gongyuan Street, Linfen, 041004, China |
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| Abstract: | Z- and E-1-bromo-2-phenylthioethenes were cross-coupled stereospecifically with s-alkyl Grignard reagents in the presence of a series of NiII, PdII or FeIII catalysts with the aim of finding a catalyst which would not cause s-alkyl → n-alkyl isomerization. With PdCl2(dppf) (dppf = 1,1′-bis(diphenylphosphino)ferrocene) and NiCl2(dppe) (dppe = 1,2-bis(diphenylphosphino)ethane) there was still some isomerization contribution, but it was completely suppressed by using iron(III) catalysts. |
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