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.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry
- Materials Chemistry