Regioselective Rhodium-Diphosphine Ligand Catalyzed Hydroformylation of Vinyl Acetate

Rhodium-catalyzed hydroformylation of vinyl acetate with the use of diphosphine ligands was studied. A high regioselectivity (branched:linear of 99:1) and activity (TOF: 4000 h−1) under optimum conditions were achieved by using a 2,2'-bis(diphenylphosphino methyl)-1,1'-biphenyl ligand. The high turnover number (9200) obtained under mild conditions and stability of the catalyst indicates that it would be useful for industrial vinyl acetate hydroformylation.

摘要研究了双膦配体对铑催化的乙酸乙烯酯氢甲酰化反应的促进作用, 结果表明, 在优化反应条件下, 以双膦化合物 2,2’-二 (二苯膦甲基)-1,1’-联苯 (BISBI) 为配体时, 铑催化乙酸乙烯酯氢甲酰化反应的 TOF (转化频率) 值达到 4000 h−1, 生成 2-乙酰氧基丙醛的选择性 > 99%. 当在较温和的条件下 Rh/BISBI 催化乙酸乙烯酯氢甲酰化反应较长时间时 TON (转化数) 值达到 9200, 成醛率超过 90%, 2-乙酰氧基丙醛选择性仍保持 > 99%.

High regioselectivity and activity were achieved in Rh-catalyzed hydroformylation of vinyl acetate with the use of diphosphine ligands. The turnover number was 9200 and the catalyst was stable after 12 h.Figure optionsDownload as PowerPoint slide