Rhodium/Phosphine catalysed selective hydroformylation of biorenewable olefins |
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Authors: | Samadhan A Jagtap Bhalchandra M Bhanage |
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Institution: | Department of Chemistry, Institute of Chemical Technology, Mumbai, Maharashtra, India |
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Abstract: | This work reports rhodium catalyzed selective hydroformylation of natural olefins like eugenol, estragole, anethole, prenol and isoprenol using biphenyl based Buchwald phosphine ligands (S‐Phos ( L 1 ), t‐Bu XPhos ( L 2 ), Ru‐Phos ( L 3 ), Johnphos ( L 4 ) and DavePhos ( L 5 ). Ru‐Phos ( L 3 ) ligand exhibited high impact on the hydroformylation of eugenol providing high selectivity (90%) of linear aldehyde as major product. In addition, internal natural olefins like anethole and prenol provided moderate to high selectivity (65% and 85% respectively) of branched aldehydes as a major products. The various reaction parameters such as influence of ligands, P/Rh ratio, syngas pressure, temperature, time and solvents have been studied. A high activity and selectivity gained on the way to the linear aldehydes it may be due to the bulky, steric cyclohexyl and isopropoxy groups present in L 3 phosphine ligand. Moreover, this catalytic system was smoothly converting natural olefins into corresponding linear and branched aldehydes with higher selectivity under the mild reaction conditions. |
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Keywords: | biorenwable olefins homogeneous catalysis hydroformylation phosphines rhodium |
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