Neighboring Chalcogen Bonding for Controlling Dynamic Imine Chemistry in Aqueous Media

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-03 DOI:10.1021/acs.orglett.5c00359

Yong Zhou, Qinman Zhang, Shuaipeng Jia, Hebo Ye, Lei You

引用次数: 0

Abstract

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.

Abstract Image

查看原文本刊更多论文

求助全文

约1分钟内获得全文求助全文

来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.