Switching on Supramolecular Catalysis via Cavity Mediation and Electrostatic Regulation
Qiao, Yupu1; Zhang, Long2; Li, Jia1; Lin, Wei3; Wang, Zhenqiang1
刊名ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
2016-10-04
卷号55期号:41页码:12778-12782
关键词calixarenes container molecules Knoevenagel condensation supramolecular catalysis tetraalkylammonium
英文摘要Synthetic supercontainers constructed from divalent metal ions, carboxylate linkers, and sulfonylcalix[4]arene-based container precursors exhibit great promise as enzyme mimics that function in organic solvents. The capacity of these artificial hosts to catalyze Knoevenagel condensation can be switched on when the aldehyde substrate possesses a molecular size and shape matching the nanocavity of the supercontainers. In contrast, little reactivity is observed for other aldehydes that do not match the binding pocket. This substrate-dependent catalytic selectivity is attributed to the BrOnsted acidity of the metal-bound water molecules located inside the nanocavity, which is amplified when the size/shape of the aldehyde substrate fits the binding cavity. The electrostatic environment of the binding cavity and the BrOnsted acidity of the supercontainer can be further modulated using tetraalkylammonium-based regulators, leading to higher reactivity for the otherwise unreactive aldehydes.
收录类别SCI
语种英语
内容类型期刊论文
源URL[http://ir.iccas.ac.cn/handle/121111/35519]  
专题化学研究所_分子识别与功能实验室
作者单位1.Univ South Dakota, Dept Chem, Churchill Haines Labs, 414 East Clark St,Room 115, Vermillion, SD 57069 USA
2.Chinese Acad Sci, Beijing Natl Lab Mol Sci, Key Lab Mol Recognit & Funct, Inst Chem, Beijing 100190, Peoples R China
3.Univ Minnesota, Dept Chem, 207 Pleasant St SE, Minneapolis, MN 55455 USA
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GB/T 7714
Qiao, Yupu,Zhang, Long,Li, Jia,et al. Switching on Supramolecular Catalysis via Cavity Mediation and Electrostatic Regulation[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2016,55(41):12778-12782.
APA Qiao, Yupu,Zhang, Long,Li, Jia,Lin, Wei,&Wang, Zhenqiang.(2016).Switching on Supramolecular Catalysis via Cavity Mediation and Electrostatic Regulation.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,55(41),12778-12782.
MLA Qiao, Yupu,et al."Switching on Supramolecular Catalysis via Cavity Mediation and Electrostatic Regulation".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 55.41(2016):12778-12782.
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