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One pot synthesis of cinchona functionalized mesoporous silica and its enantioselectivity

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Abstract

Cinchona functionalized mesoporous silica is synthesized by one pot synthesis method. The main silica precursor (TEOS) is co-condensed with a cinchonidine molecule linked organosilane which is renovated by triethoxy silane moiety at its C11 position to yield cinchona functionalized silica. The subsequent deposition of Pt nanoparticles over functionalized silica provides a catalytic system for the enantioselective hydrogenation of α-activated ketone (Orito’s reaction). Thus-developed catalyst system is found to be enantioselective with an enantiomeric excess (e.e) of 35.6%.

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Acknowledgments

This project was supported financially by the 973 Program of China (2010CB732300), the National Natural Science Foundation of China (No. 20973058), the Commission of Science and Technology of Shanghai Municipality (10XD1401400) and the “Excellent scholarship” of East China University of Science and Technology, China. M. U. A. acknowledges the financial support from Higher Education Commission (HEC) of Pakistan for his Ph.D. studies. Authors also thank Prof. Zhenshan Hou and Mrs. Han for their valuable discussions and support throughout the project.

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  1. Key Lab for Advanced Materials, Research Institute of Industrial Catalysis, East China University of Science and Technology, Shanghai, 200237, China

    Muhammad Usman Azmat, Yong Guo, Yun Guo, Guanzhong Lu & Yanqin Wang

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  1. Muhammad Usman Azmat
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Correspondence to Yun Guo or Yanqin Wang.

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Azmat, M.U., Guo, Y., Guo, Y. et al. One pot synthesis of cinchona functionalized mesoporous silica and its enantioselectivity. J Porous Mater 19, 605–613 (2012). https://doi.org/10.1007/s10934-011-9511-8

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