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Open AccessArticle

Synthesis of GO-SalenMn and Asymmetric Catalytic Olefin Epoxidation

Department of Biological and Chemical Engineering, Chongqing University of Education, Nan’an 400067, China
College of Chemistry, Chongqing Normal University, Chongqing 401331, China
College of Food and Biological Engineering, Jimei University, Xiamen 361021, China
Author to whom correspondence should be addressed.
F.Q. Wang, T.K. Huang and S.R. Rao. contributed equally to this works.
Catalysts 2019, 9(10), 824;
Received: 9 September 2019 / Revised: 26 September 2019 / Accepted: 26 September 2019 / Published: 30 September 2019
(This article belongs to the Special Issue Advanced Strategies for Catalyst Design)
Graphene oxide (GO) was used as a catalyst carrier, and after the hydroxyl group in GO was modified by 3-aminopropyltrimethoxysilane (MPTMS), axial coordination and immobilization with homogeneous chiral salenMnCl catalyst were carried out. The immobilized catalysts were characterized in detail by FT–IR, TG–DSC, XPS, EDS, SEM, X-ray, and AAS, and the successful preparation of GO-salenMn was confirmed. Subsequently, the catalytic performance of GO-salenMn for asymmetric epoxidation of α-methyl-styrene, styrene, and indene was examined, and it was observed that GO-salenMn could efficiently catalyze the epoxidation of olefins under an m-CPBA/NMO oxidation system. In addition, α-methyl-styrene was used as a substrate to investigate the recycling performance of GO-salenMn. After repeated use for three times, the catalytic activity and enantioselectivity did not significantly change, and the conversion was still greater than 99%. As the number of cycles increased, the enantioselectivity and chemoselectivity gradually decreased, but even after 10 cycles, the enantiomeric excess was 52%, which was higher than that of the homogeneous counterpart under the same conditions. However, compared to fresh catalysts, the yield decreased from 96.9 to 55.6%. View Full-Text
Keywords: graphene oxide; 3-aminopropyltrimethoxysilane; heterogeneous catalyst; asymmetric epoxidation graphene oxide; 3-aminopropyltrimethoxysilane; heterogeneous catalyst; asymmetric epoxidation
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Wang, F.; Huang, T.; Rao, S.; Chen, Q.; Huang, C.; Tan, Z.; Ding, X.; Zou, X. Synthesis of GO-SalenMn and Asymmetric Catalytic Olefin Epoxidation. Catalysts 2019, 9, 824.

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