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Thiazole-linked pyrene covalent organic framework for selective sulfoxidation via an electron transfer mediator by photoredox catalysis
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DOI：10.1016/j.cclet.2026.112817.png)
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Abstract
En 中文
Covalent organic frameworks (COFs) are burgeoning for visible-light photoredox catalysis owing to their modular building blocks and convertible covalent linkages. Herein, the polycondensation of 1,3,6,8-tetra(4-formylphenyl)pyrene (Py) and 4,4′-biphenyldiamine (BD) affords an imine-linked COF, PyBD-COF. Consequently, the conversion of imine into thiazole yields a thiazole-linked COF, PyBTZ-COF. Both pyrene COFs possess well-defined crystallinity and porosity. Compared to PyBD-COF, PyBTZ-COF exhibits superior chemical stability and better electronic structure, attributable to its stable and photoactive thiazole linkages. Both PyBD-COF and PyBTZ-COF drive highly selective sulfoxidation by blue-light photoredox catalysis. Notably, 3 mol% TEMPO (2,2,6,6-tetramethylpiperidine-N-oxyl) as electron transfer mediator enhances the conversions to approximately twofold for both PyBD-COF and PyBTZ-COF compared to TEMPO-free conditions. Due to its better electronic structure, PyBTZ-COF outperforms PyBD-COF for selective aerobic sulfoxidation, irrespective of addition of 3 mol% TEMPO. PyBTZ-COF photoredox catalysis with TEMPO exhibits excellent stability and broad applicability for selective sulfoxidation. The conversion of the linkage of COFs offers a way forward for enhancing performance in photoredox catalysis.
Keywords:
Pyrene covalent organic frameworks
Thiazole linkage
Photoredox catalysis
Sulfoxidation
Electron transfer mediator
Journal
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8.9
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1.2W
Citations:
3.8W
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