Asymmetric hydrogenation of α,β-unsaturated ketones catalyzed by Ru-TPPTS-(S,S)-DPENDS complex in ionic liquids

作者：Wang, Jinbo; Qin, Ruixiang; Fu, Haiyan; Chen, Jun; Feng, Jian; Chen, Hua^*; Lia, Xianjun

来源：Tetrahedron: Asymmetry , 2007, 18(7): 847-851.

DOI：10.1016/j.tetasy.2007.03.021

• ENANTIOSELECTIVE HYDROGENATION
• AROMATIC KETONES
• HYBRID SOLIDS
• WATER
• EFFICIENT
• LIGANDS
• BINAP
• SOLVENT
• ESTERS
• MEDIA

The asymmetric hydrogenation of alpha,beta-unsaturated ketones catalyzed by the achiral ruthenium monophosphine complex RuCl2(TPPTS)(2) [TPPTS: P(m-C6H4SO3Na)(3)] modified by (S,S)-DPENDS [disodium salt of sulfonated (S,S)-1,2-diphenyl-1,2-ethylene-diamine] was investigated in ionic liquid [RMIM]Ts (1-alkyl-3-methytimidazolium p-methylphenylsulfonates, R = ethyl, butyl, octyl, dodecyl). Chemoselectivity of 100% and 75.9% ee were obtained for benzalacetone under the optimized conditions. The resulting products can be easily separated from the catalyst immobilized in ionic liquid [EMIM]Ts by extraction with n-hexane, while the catalyst can be reused seven times without the loss of catalytic activity and enantio selectivity. Especially, the addition of water can improve the performance of the catalyst.

• 出版日期2007-4-30
• 单位四川大学