Moderated Basicity of Endohedral Amine Groups in an Octa-Cationic Self-Assembled Cage

被引：18
作者：
Ngai, Courtney [1 ,2 ]
Wu, Hoi-Ting [1 ,2 ]
Camara, Bryce [1 ,2 ]
Williams, Christopher G. [1 ,2 ]
Mueller, Leonard J. [1 ,2 ]
Julian, Ryan R. [1 ,2 ]
Hooley, Richard J. [1 ,2 ]
机构：
[1] Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA
[2] Univ Calif Riverside, UCR Ctr Catalysis, Riverside, CA 92521 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2022年 / 61卷 / 11期
基金：
美国国家科学基金会; 美国国家卫生研究院;
关键词：
Supramolecular Chemistry; Self-Assembly; Coordination Chemistry; Enzyme Models; Molecular Recognition; SUPRAMOLECULAR CATALYSIS; GUEST; CAVITY; BINDING; CHEMISTRY; EXCHANGE; RELEASE;
D O I：
10.1002/anie.202117011
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A self-assembled (Fe4L6)-L-II cage was synthesized with 12 internal amines in the cavity. The cage forms as the dodeca-ammonium salt, despite the cage carrying an overall 8+ charge at the metal centers, extracting protons from displaced water in the reaction. Despite this, the basicity of the internal amines is lower than their counterparts in free solution. The 12 amines have a sliding scale of basicity, with a approximate to 6 pK(a) unit difference between the first and last protons to be removed. This moderation of side-chain basicity in an active site is a hallmark of enzymatic catalysis.
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页数：5
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