The synthesis and chemistry of fluorovinyl-containing phosphines and the single crystal X-ray structure of SPPri2(CFCF<sub>2</sub>)
作者:Nicholas A. Barnes、Alan K. Brisdon、F. R. William Brown、Wendy I. Cross、Ian R. Crossley、Cheryl Fish、James V. Morey、Robin G. Pritchard、Lakhdar Sekhri
DOI:10.1039/b316099h
日期:——
the fluorovinyl moiety. When PR2(CXCF2) (X=F, Cl) is reacted with LiAlH4 a mixture of PR2(CXCFH) isomers and other defluorinated materials are produced, but the reaction with LiAlH(OBut)3 affords the single products Z-PR2(CFCFH) or E-PR2(CClCFH), respectively, in high yields. Reaction of the fluorovinyl alkyl phosphines with hydrogen peroxide, elemental sulfur or selenium yields fluorovinyl-containing
diphenyliodonium triflate in the presence of CuCl. The salt 4 then undergoes Michael addition followed by Wittig olefination to give the corresponding monofluoroethylene compounds in good yields. The reaction of 4 with the caesium salts of salicylaldehyde derivatives in DMF at 130 °C affords the corresponding monofluorinated chromenes in a one-pot synthesis. The hydrolysis of 4 in the presence of sodium hydroxide
α-Fluorovinylphosphonium salts 3 and 4 were synthesized and underwent Michael addition followed by Wittig olefination to give the corresponding monofluoroethylene compounds in good yields.