大位阻手性吡咯烷(salen)Mn(III)配合物在烯烃不对称环氧化反应中的应用

doi:10.11944/j.issn.1000-0518.2020.08.200140

摘要/Abstract

摘要： 设计合成了具有大位阻的手性吡咯烷(salen)Mn(III)配合物Mn3,并研究了其在NaClO水/有机两相氧化体系中催化烯烃的不对称环氧化反应性能。具有叔胺基团的配合物Mn3具有比Jacobsen催化剂更高的反应活性、以及近似的产率和略高的对映选择性。尤其是过量CH₃I的加入可以极大地缩短环氧化反应的时间,而高产率和高对映选择性依然保持。

关键词: 手性(salen)Mn(III)配合物, 烯烃, 不对称环氧化, 催化活性, 对映选择性

Abstract: A new sterically hindered chiral (pyrrolidine salen)Mn(III) complex Mn3 was synthesized and employed in the asymmetric epoxidation of alkenes in NaClO aqueous/organic biphasic system. Complex Mn3 bearing tertiary amine unit displays higher activity, comparable yield and slightly higher enantioselectivity as compared with Jacobsen's catalyst. Especially, adding excess CH₃I into the catalytic system can greatly shorten the reaction time while maintaining high yield and high enantioselectivity.

Key words: chiral (salen) Mn(III) complex, alkene, asymmetric epoxidation, catalytic activity, enantioselectivity

姚美任, 王康军, 张雅静, 王东平. 大位阻手性吡咯烷(salen)Mn(III)配合物在烯烃不对称环氧化反应中的应用[J]. 应用化学, 2020, 37(8): 889-895.

YAO Meiren, WANG Kangjun, ZHANG Yajing, WANG Dongping. Application of Sterically Hindered Chiral (Pyrrolidine Salen) Mn(III) Complex in Asymmetric Epoxidation of Alkenes[J]. Chinese Journal of Applied Chemistry, 2020, 37(8): 889-895.

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