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Pt-Catalyzed Hydrosilylation of 1,3-Diynes with Triorganosilanes: Regio- and Stereoselective Synthesis of Mono- or Bis-silylated Adducts.

Jȩdrzej WalkowiakKatarzyna SalamonAdrian FranczykKinga StefanowskaJakub SzylingIreneusz Kownacki
Published in: The Journal of organic chemistry (2019)
An efficient method has been successfully developed for the functionalization of various 1,3-diynes by the hydrosilylation reaction with triethyl- or triphenylsilane catalyzed by Pt catalysts (Pt2(dvs)3, PtO2, or Pt(PPh3)4). Comprehensive optimization studies were performed for the first time to find suitable process conditions for the stereo- and regioselective formation of mono- or bis-silylated adducts from commercially available substrates and catalysts. Silyl-substituted 1,3-enynes or bis-silyl-functionalized buta-1,3-dienes were obtained with excellent yields and fully characterized.
Keyphrases
  • ionic liquid
  • room temperature
  • highly efficient
  • transition metal
  • mass spectrometry
  • case control
  • molecularly imprinted