Neighboring Chalcogen Bonding for Controlling Dynamic Imine Chemistry in Aqueous Media - Details

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Zhou, Y. (Zhou, Y..) ^[1] | Zhang, Q. (Zhang, Q..) ^[2] | Jia, S. (Jia, S..) ^[3] | Ye, H. (Ye, H..) ^[4] | You, L. (You, L..) ^[5]

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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.　©　2025　American　Chemical　Society.

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[ 1 ] [Zhou Y.]College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 2 ] [Zhou Y.]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, China
[ 3 ] [Zhou Y.]Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350002, China
[ 4 ] [Zhang Q.]College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 5 ] [Zhang Q.]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, China
[ 6 ] [Zhang Q.]Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350002, China
[ 7 ] [Jia S.]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, China
[ 8 ] [Jia S.]College of Chemical Engineering and Materials Science, Quanzhou Normal University, Quanzhou, 362000, China
[ 9 ] [Ye H.]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, China
[ 10 ] [You L.]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, China
[ 11 ] [You L.]Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350002, China

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Organic Letters

ISSN： 1523-7060

Year： 2025

Issue： 10

Volume： 27

Page： 2438-2443

4 . 9 0 0

JCR@2023

CAS Journal Grade：1

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ESI Highly Cited Papers on the List： 0 Unfold All

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30 Days PV： 2

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