Application of Sterically Hindered Chiral (Pyrrolidine Salen) Mn(III) Complex in Asymmetric Epoxidation of Alkenes

doi:10.11944/j.issn.1000-0518.2020.08.200140

Chinese Journal of Applied Chemistry ›› 2020, Vol. 37 ›› Issue (8): 889-895.DOI: 10.11944/j.issn.1000-0518.2020.08.200140

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Application of Sterically Hindered Chiral (Pyrrolidine Salen) Mn(III) Complex in Asymmetric Epoxidation of Alkenes

YAO Meiren^a, WANG Kangjun^a, ZHANG Yajing^a, WANG Dongping^a,b*

^aCollege of Chemical Engineering,Shenyang University of Chemical Technology,Shenyang 110142,China;
^bState Key Laboratory of Fine Chemicals,Dalian University of Technology,Dalian,Liaoning 116024,China

Received:2020-05-13 Published:2020-08-01 Online:2020-08-07
Contact: WANG Dongping, associate professor; Tel:024-89383902; E-mail:dpwang2015@163.com; Research interests:synthesis and application of metal organic complexes
Supported by:
Department of Education of Liaoning Province (No. L2016003), the State Key Laboratory of Fine Chemicals (No. KF1610) and the Shenyang University of Chemical Technology (No. XXLQ2019001)

Abstract

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

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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Application of Sterically Hindered Chiral (Pyrrolidine Salen) Mn(III) Complex in Asymmetric Epoxidation of Alkenes

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