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Open AccessArticle

Synthesis of GO-SalenMn and Asymmetric Catalytic Olefin Epoxidation

1
Department of Biological and Chemical Engineering, Chongqing University of Education, Nan’an 400067, China
2
College of Chemistry, Chongqing Normal University, Chongqing 401331, China
3
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; https://doi.org/10.3390/catal9100824
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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