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Chiral Phosphorus-Olefin Ligands for the RhI-Catalyzed Asymmetric Addition of Aryl Boronic Acids to Electron-Deficient Olefins

  • Qian Chen*
  • , Liang Li
  • , Guangli Zhou
  • , Xiaoli Ma
  • , Lu Zhang
  • , Fang Guo
  • , Yi Luo
  • , Wujiong Xia
  • *Corresponding author for this work
  • School of Chemistry and Chemical Engineering, Harbin Institute of Technology
  • Dalian University of Technology

Research output: Contribution to journalArticlepeer-review

Abstract

New chiral phosphorus-olefin hybrid ligands derived from the rigid "privileged" l-proline have been conveniently prepared and applied in the rhodium-catalyzed asymmetric arylation of electron-deficient olefins with arylboronic acids at room temperature; this reaction provides the desired products in excellent yields and high enantioselectivities. The origin of observed stereoselectivity has been investigated by density functional theory (DFT) calculations. New chiral phosphorus-olefin hybrid ligands derived from l-proline have been conveniently prepared and applied in the rhodium-catalyzed asymmetric arylation of electron-deficient olefins with arylboronic acids at room temperature. This reaction provides the desired products in excellent yields with high enantioselectivity. The origin of observed stereoselectivity has been investigated by density functional theory (DFT) calculations.

Original languageEnglish
Pages (from-to)1518-1522
Number of pages5
JournalChemistry - An Asian Journal
Volume11
Issue number10
DOIs
StatePublished - 20 May 2016
Externally publishedYes

Keywords

  • L-proline
  • asymmetric arylation
  • electron-deficient olefins
  • ligands
  • rhodium

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