Intramolecular chalcogen bonding activated SuFEx click chemistry for efficient organic-inorganic linking

Minlong Wang, Jiaman Hou, Hainam Do, Chao Wang, Xiaohe Zhang, Ying Du, Qixin Dong, Lijun Wang, Ke Ni, Fazheng Ren and Jie An ()
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Minlong Wang: China Agricultural University
Jiaman Hou: China Agricultural University
Hainam Do: University of Nottingham Ningbo China
Chao Wang: China Agricultural University
Xiaohe Zhang: China Agricultural University
Ying Du: China Agricultural University
Qixin Dong: China Agricultural University
Lijun Wang: China Agricultural University
Ke Ni: China Agricultural University
Fazheng Ren: China Agricultural University
Jie An: China Agricultural University

Nature Communications, 2024, vol. 15, issue 1, 1-12

Abstract: Abstract SuFEx click chemistry demonstrates remarkable molecular assembly capabilities. However, the effective utilization of alkyl sulfonyl fluoride hubs in SuFEx chemistry, particularly in reactions with alcohols and primary amines, presents considerable challenges. This study pioneers an intramolecular chalcogen bonding activated SuFEx (S-SuFEx) click chemistry employing alkyl sulfonyl fluorides with γ-S as the activating group. The ChB-activated alkyl sulfonyl fluorides can react smoothly with phenols, alcohols, and amines, exhibiting enhanced reactivity compared to SO2F2. Excellent yields have been achieved with all 75 tested substrates. Pioneering the application of S-SuFEx chemistry, we highlight its immense potential in organic-inorganic linking, considering the critical role of interfacial covalent bonding in material fabrication. The S-SuFEx hub 1c, incorporating a trialkoxy silane group has been specifically designed and synthesized for organic-inorganic linking. In a simple step, 1c efficiently anchors various organic compounds onto surfaces of inorganic materials, forming functionalized surfaces with properties such as antibacterial activity, hydrophobicity, and fluorescence.

Date: 2024
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DOI: 10.1038/s41467-024-50922-9

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