Neighboring Chalcogen Bonding for Controlling Dynamic Imine Chemistry in Aqueous Media

被引：0
|
作者：
Zhou, Yong [1 ,2 ,3 ]
Zhang, Qinman [1 ,2 ,3 ]
Jia, Shuaipeng [2 ,4 ]
Ye, Hebo [2 ]
You, Lei [2 ,3 ]
机构：
[1] Fuzhou Univ, Coll Chem, Fuzhou 350108, Peoples R China
[2] Chinese Acad Sci, Fujian Inst Res Struct Matter, State Key Lab Struct Chem, Fuzhou 350002, Peoples R China
[3] Univ Chinese Acad Sci, Fujian Coll, Fuzhou 350002, Peoples R China
[4] Quanzhou Normal Univ, Coll Chem Engn & Mat Sci, Quanzhou 362000, Peoples R China
来源：
ORGANIC LETTERS | 2025年 / 27卷 / 10期
基金：
中国国家自然科学基金;
关键词：
SCHIFF-BASE; COVALENT CHEMISTRY; MULTIVALENCY; CATALYSIS;
D O I：
10.1021/acs.orglett.5c00359
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The impact of varied chalcogen bonds (sulfur, selenium, tellurium, and telluronium) on dynamic imine chemistry in aqueous solution is presented by introducing a carboxylate group or cationic telluronium into arylaldehydes. The role of chalcogen bonding in regulating the kinetics and thermodynamics of imine formation/exchange was elucidated through experimental and computational evidence, affording the largest effect for tellurium/telluronium compounds. By leveraging multivalent chalcogen bonding, telluronium-containing aldehyde enabled labeling of the N-terminus of amino acids in neutral buffer.
引用
收藏
页码：2438 / 2443
页数：6
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