Continuous flow system with a polymer-supported dirhodium(II) catalyst: Application to enantioselective carbonyl ylide cycloaddition reactions

Koji Takeda, Tadashi Oohara, Naoyuki Shimada, Hisanori Nambu, Shunichi Hashimoto*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

58 Scopus citations

Abstract

The immobilization of [Rh 2(S-PTTL)(S-TCPTTL) 3] (PTTL = N-phthaloyl-tert-leucinate, TCPTTL=N-tetrachlorophthaloyl-tert-leucinate) has been accomplished by copolymerization of the Rh II-complex-containing monomer with 2-(trifluoromethyl)styrene and a flexible cross-linker. The immobilized catalyst promoted intermolecular carbonyl ylide cycloaddition reactions in CF 3C 6H 5 under continuous flow conditions, where high yields as well as high levels of enantioselectivity and turnover number were achieved.

Original languageEnglish
Pages (from-to)13992-13998
Number of pages7
JournalChemistry - A European Journal
Volume17
Issue number50
DOIs
StatePublished - 2011/12/09

Keywords

  • asymmetric catalysis
  • continuous flow system
  • heterogeneous catalysis
  • immobilization
  • rhodium

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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