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Hydridorhodium Diphosphite Catalysts in the Asymmetric Hydroformylation of Styrene

DOI: 10.1039/DT9950000409

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 409 - 418 (1995)

Update date:2022-08-04

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Authors:

Buisman, Godfried J. H.Buisman, Godfried J. H.

Vos, Eric J.Vos, Eric J.

Kamer, Paul C. J.Kamer, Paul C. J.

Leeuwen, Piet W. N. M. vanLeeuwen, Piet W. N. M. van

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Article abstract of DOI:10.1039/DT9950000409

Chiral diphosphites based on (2R,3R)-butane-2,3-diol, (2R,4R)-pentane-2,4-diol, (2S,5S)-hexane-2,5-diol, (1S,3S)-diphenylpropane-1,3-diol and N-benzyltartarimide as chiral bridges have been used in the rhodium-catalysed asymmetric hydroformylation of styrene.Enantioselectivities up 76percent at 50percent conversion have been obtained with stable hydridorhodium diphosphite catalysts.High regioselectivities (>95percent) and high conversions (>99percent) to 2-phenylpropanal were found under relatively mild reaction conditions <25-40 deg C, 9 bar of CO-H2 (1:1) pressure>.The solution structures of complexes (L = bidentate diphosphite) have been studied; NMR and IR spectroscopic data revealed fluxional behaviour.Depending on the structure of the bridge, the diphosphite adopts equatorial-equatorial or equatorial-axial co-ordination to the rhodium.The structure and stability of the catalysts seems to play a fundamental role in the asymmetric induction.

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Product name:(2R,4R)-di[2,2'-(3,3',5,5'-tetrakis-tert-butyl-1,1'-biphenyl)]-2,4-pentyldiphosphite

Cas No:149646-85-5

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