A Poly(hydroxyethyl methacrylate)-Immobilized Chiral Manganese(III)salen Catalyst for Asymmetric Epoxidation of alpha-Methylstyrene

作者：Xu Guojin; Wei Saili; Fan Yingguo; Zhu Libo; Tang Yuhai^*; Zheng Yuansuo

来源：Chinese Journal of Catalysis, 2012, 33(3): 473-477.

DOI：10.1016/S1872-2067(11)60345-8

• poly(hydroxyethyl methacrylate)
• immobilized Mn(III)salen
• asymmetric epoxidation
• alpha-methylstyrene
• ionic liquid

Phenylalaninol was introduced in the C5 and C5' position of a chiral Mn(III)salenCl compound, and the catalyst was then immobilized on poly(hydroxyethyl methacrylate) (pHEMA) by axial coordination. The catalytic system, with (R,R)(R,R)pHEMA-immobilized Mn(III)salenCl as catalyst and [bmim]PF6 as reaction medium, gave excellent catalytic activity and enantioselectivity with 80%-91% ee values and 84%-92% yields for the asymmetric epoxidation of alpha-methylstyrene. The catalyst can be reused several times without significant loss of catalytic activity. This was due to a chiral synergy between the chiral carbons of the amino alcohol and the chiral carbons of (R,R)-diaminocyclohexane.

• 出版日期2012-3
• 单位西安交通大学; 宁波市环境监测中心