Neighboring Chalcogen Bonding for Controlling Dynamic Imine Chemistry in Aqueous Media
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 <i>N</i>-terminus of amino acids in neutral buffer.
Authors
- Hebo Ye (ORCID: https://orcid.org/0000-0003-4964-984X)
- Shuaipeng Jia
- Lei You (ORCID: https://orcid.org/0000-0002-1649-803X)
- Qi Zhang (ORCID: https://orcid.org/0000-0003-1121-8817)
- Yong Zhou (ORCID: https://orcid.org/0000-0002-2860-6771)
Institutions
- Quanzhou Normal University (CN)
- Chinese Academy of Sciences (CN)
- Fujian Institute of Research on the Structure of Matter (CN)
- University of Chinese Academy of Sciences (CN)
- Fuzhou University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-04
- DOI
- https://doi.org/10.1021/acs.orglett.5c00359
- Citations
- 6
- Primary Topic
- Supramolecular Chemistry and Complexes
- Type
- article
- Field-Weighted Citation Impact
- 5.62
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Fujian Province