Citation: LI Meng, HU Chen-Hui, JIANG Chun-Tao, YANG Hui, CHEN Cai, HOU Wen-Hua, CHEN Jing. Immobilization of Chiral Mn(salen) Complex on MCM-41 via Functionalizing with Benzyl Sulphonic Acid[J]. Chinese Journal of Inorganic Chemistry, ;2013, 29(11): 2339-2346. doi: 10.3969/j.issn.1001-4861.2013.00.385 shu

Immobilization of Chiral Mn(salen) Complex on MCM-41 via Functionalizing with Benzyl Sulphonic Acid

1.
1 School of Science, Nanjing University of Technology, Nanjing 210009, China;

Received Date: 31 March 2013
Available Online: 28 June 2013
Fund Project: 国家自然科学基金(No.21073084) (No.21073084)江苏省自然科学基金(BK2011438) (BK2011438)国家基础研究973项目(2009CB623504) (2009CB623504)南京工业大学青年教师学术基金(No.39704013)资助项目。 (No.39704013)

MCM-41 was first functionalized with benzyl sulphonic acid using a post-synthetic procedure and then modified with chiral Mn(salen) complex to prepare a heterogeneous chiral Mn(salen) catalyst under cheap and mild conditions. The chiral Mn(salen) complex was axially immobilized into MCM-41 via the organic benzyl sulfonic groups. The catalyst was characterized by XRD, N₂ adsorption-desorption, FTIR, TG-DSC, ICP and acid capacity titration. The results show that the chiral Mn(salen) complex has been supported on MCM-41, and the mesoporous structure of MCM-41 and the chiral structure of Mn(salen) are still remained. The supported catalyst was applied to the asymmetric epoxidation of α-methylstyrene using m-chloroperbenzoic acid as an oxidant at 0 ℃, and showed excellent performance with a conversion of 77% and e.e. (enantiomeric excess) value above 99% after a rather short reaction time of 2 h in the absence of NMO (N-Methylmorpholine-N-Oxide). The benzyl sulphonic acid groups play a very good axial ligand function. By treating properly, the e.e. value was still 71% after the supported catalyst was reused 5 times.
- MCM-41;chiral Mn(salen) complex;supported catalyst;asymmetric epoxidation
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