Temperature dependence of the asymmetric induction in the PtCl(SnCl3)[(-)-(2S,4S)-2,4-bis(diphenylphosphino)pentane]-catalyzed enantioselective hydroformylation reaction

László Kollár, József Bakos, Imre Tóth, Bálint Heil

Research output: Contribution to journalArticle

98 Citations (Scopus)

Abstract

Asymmetric hydroformylation of some prochiral olefins has been shown to be catalyzed by a new (preformed) PtCl(SnCl3)[(S,S)-BDPP] ((S,S)-BDPP = (-)-(2S,4S)-2,4-bis(diphenylphosphino)pentane) catalyst. Vinylidene carboxylic esters are hydroformylated regioselectively but with rather moderate enantioselectivity. In hydroformylation of styrene the linear non chiral regioisomer 3-phenylpropanal is the main product, but the enantioselective formation of 2-phenylpropanal is strongly influenced by the reaction temperature, The S-enantiomer predominate at lower and the R-species at higher temperatures. Appropriate choices of the partial pressure of CO and H2 led to a relatively high (76.5%) enantiomeric excess.

Original languageEnglish
Pages (from-to)277-284
Number of pages8
JournalJournal of Organometallic Chemistry
Volume350
Issue number2
DOIs
Publication statusPublished - Aug 9 1988

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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