Enantioselective epoxidation of nonfunctionalized alkenes catalyzed by recyclable new homochiral bis-diamine-bridged bi-Mn(salen) complexes  

Enantioselective epoxidation of nonfunctionalized alkenes catalyzed by recyclable new homochiral bis-diamine-bridged bi-Mn(salen) complexes

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作  者:HUANG XueMei FU XiangKai JIA ZiYong MIAO Qiang WANG GuoMing 

机构地区:[1]College of Chemistry and Chemical Engineering, Research Institute of Applied Chemistry Southwest University [2]The Key Laboratory of Applied Chemistry of Chongqing Municipality [3]The Key Laboratory of Eco-environments in Three Gorges Reservoir Region Ministry of Education

出  处:《Science China Chemistry》2013年第5期604-611,共8页中国科学(化学英文版)

基  金:financially supported by National Ministry of Science and Technology Innovation Fund for High-tech Small and Medium Enterprise Technology (09C26215112399);National Ministry of Human Resources and Social Security Start-up Support Projects for Students Returned to Business, Office of Human Resources and Social Security Issued 2009 (143)

摘  要:Three new homochiral bis-diamine-bridged bi-Mn(salen) complexes were synthesized. Their catalysis on asymmetric epoxidation of a-methylstyrene, styrene and indene was studied with NaC10 and m-CPBA as oxidants respectively. This homogeneous catalyst exhibited comparable catalytic activity and enantioselectivity to the Jacobsen's catalyst in the asymmetric epoxidation of unfunctionalized olefins. Furthermore, the catalyst could be conveniently recovered and reused at least five times without significant losses of both activity and enantioselectivity. Specially, it also could be efficiently used in large-scale reactions with superior catalytic disposition being maintained at the same level, which provided the potential for the applications in industry. The effect of axial bases, temperature and solvent on activity and enantioselectivity of the catalytic system were also studied.Three new homochiral bis-diamine-bridged bi-Mn(salen) complexes were synthesized. Their catalysis on asymmetric epoxidation of α-methylstyrene, styrene and indene was studied with NaClO and m-CPBA as oxidants respectively. This homogeneous catalyst exhibited comparable catalytic activity and enantioselectivity to the Jacobsen's catalyst in the asymmetric epoxidation of unfunctionalized olefins. Furthermore, the catalyst could be conveniently recovered and reused at least five times without significant losses of both activity and enantioselectivity. Specially, it also could be efficiently used in large-scale reactions with superior catalytic disposition being maintained at the same level, which provided the potential for the applications in industry. The effect of axial bases, temperature and solvent on activity and enantioselectivity of the catalytic system were also studied.

关 键 词:homochiral bi-Mn(salen) complex ENANTIOSELECTIVE asymmetric epoxidation unfunctionalized olefins 

分 类 号:O643.32[理学—物理化学]

 

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