Mesoporous helical silica immobilizing manganese(III)-salen complex for oxidative kinetic resolution of secondary alcohols

被引:5
|
作者
Ren, Lin [1 ]
Li, Le [1 ]
Li, Yu [1 ]
Zhang, Guangbin [2 ]
Huang, Benhua [1 ]
Imam, Zulpiya [1 ]
Zheng, Aqun [1 ]
Sun, Yang [1 ]
机构
[1] Xi An Jiao Tong Univ, Sch Sci, Dept Appl Chem, 28 Xianning West Rd, Xian 710049, Peoples R China
[2] Xi An Jiao Tong Univ, Hlth Sci Ctr, Sch Pharm, 76 Yanta West Rd, Xian 710061, Peoples R China
关键词
Mesoporous helical silica; Mn(III)-salen; Oxidative kinetic resolution; Secondary alcohol; Enantioselectivity; MN(III) SALEN COMPLEXES; ENANTIOSELECTIVE EPOXIDATION; UNFUNCTIONALIZED OLEFINS; SEC-ALCOHOLS; CATALYST; WATER; XPS;
D O I
10.1007/s10934-015-0052-4
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Mesoporous helical silica were prepared by doping of chiral diammoniumcyclohexane mono-tartrate salt in a sol-gel process, then functionalized to immobilize Mn(III)-salen complexes for oxidative kinetic resolution of secondary alcohols. Characterization revealed the doped silica significantly changed chiral recognition, porosity and hydrolysis resistance compared with blank-doped one. In catalysis, helical silica-supported Mn(III)-salen showed satisfactory conversion, enantioselectivity and selectivity factor, while major configuration of resolution products was determined by configuration of silica supports more than Mn(III)-salen. Furthermore, linkage of (S, S)-di-ammonium salt-doped silica with Mn(III)-(R, R) salen showed better enantioselectivity than other combinations. At last, in addition to iodobenzene diacetate, hydrogen peroxide (30 wt%) was another effective terminal oxidant. This work not only provided new chiral silica materials, but also explored their application in catalytic resolution.
引用
收藏
页码:19 / 33
页数:15
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