期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 17, 期 22, 页码 6206-6213出版社
WILEY-BLACKWELL
DOI: 10.1002/chem.201100072
关键词
asymmetric catalysis; heterogeneous catalysis; hollow structures; organocatalysis; mesoporous materials
资金
- National Natural Science Foundation of China [20972064, 20933009]
- 111 Project
- Chinese Ministry of Education [309028]
We report a new method for the synthesis of hollow-structured phenylene-bridged periodic mesoporous organosilica (PMO) spheres with a uniform particle size of 100-200 nm using alpha-Fe(2)O(3) as a hard template. Based on this method, the hollow-structured phenylene PMO could be easily functionalized with MacMillan catalyst (H-PhPMO-Mac) by a co-condensation process and a click chemistry post-modification. The synthesized H-PhPMO-Mac catalyst has been found to exhibit high catalytic activity (98% yield, 81% enantiomeric excess (ee) for endo and 81% ee for exo) in asymmetric Diels-Alder reactions with water as solvent. The catalyst could be reused for at least seven runs without a significant loss of catalytic activity. Our results have also indicated that hollow-structured PMO spheres exhibit higher catalytic efficiency than solid (non-hollow) PMO spheres, and that catalysts prepared by the co-condensation process and click chemistry post-modification exhibit higher catalytic efficiency than those prepared by a grafting method.
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