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High Rate and Highly Selective Vinyl Acetate Hydroformylation in Ionic Liquids as Solvent or Cosolvent

The hydroformylation of vinyl acetate to form 2-acetoxypropanal (an important intermediate in the synthesis of the environmentally friendly solvent ethyl lactate) catalyzed by Rh(CO)2(acac) using phosphite or phosphine ligands was investigated in ionic liquids as reaction media (neat and as blends)...

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Bibliographic Details
Published in:Organometallics 2007-08, Vol.26 (18), p.4692-4695
Main Authors: Williams, D. Bradley G, Ajam, Mariam, Ranwell, Alta
Format: Article
Language:English
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Summary:The hydroformylation of vinyl acetate to form 2-acetoxypropanal (an important intermediate in the synthesis of the environmentally friendly solvent ethyl lactate) catalyzed by Rh(CO)2(acac) using phosphite or phosphine ligands was investigated in ionic liquids as reaction media (neat and as blends) or as additives to organic solvents. The ionic liquid had a significant effect on the selectivity of the hydroformylation of vinyl acetate, with very high TOFs being realized and selectivities of over 99% being obtained for the desired branched product at >95% selectivity for aldehyde products in reactions up to 0.3 mol scale. This effect could be obtained for relatively low volumes of the ionic liquid in an organic solvent, and combinations of benefits were observed by blending ionic liquids. It was also shown that the ionic liquid/catalyst could be recycled without loss of activity.
ISSN:0276-7333
1520-6041
DOI:10.1021/om7004047