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April 12, 2026Chemistry of Materials2 citations

Visible-Light-Driven C–S Coupling Reaction Using Covalent Organic Framework Films

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PMPoulami MajumderMIMalekul IslamHSHimadri Sekhar Sasmal

Key Points

  • The aim is to explore a visible-light-driven C–S cross-coupling reaction using covalent organic frameworks as photocatalysts.
  • Synthesize three types of β-keto-enamine-linked covalent organic frameworks (COFs)
  • Evaluate photocatalytic activity of the COFs under visible light
  • Develop thin-film morphology for enhanced reusability and accessibility
  • TpAzo COF displayed the highest photocatalytic activity due to its high surface area and low band gap
  • The thin-film form improved catalyst recovery and performance across multiple cycles
  • The reaction produced thioethers from various aryl halides with yields ranging from 55% to 94%

Abstract

A visible-light-driven C–S cross-coupling reaction using covalent organic frameworks (COFs) as heterogeneous photocatalysts is reported. Three β-keto-enamine-linked COFs, TpAzo, TpDPP, and TpBDMe2, were synthesized and systematically evaluated. Among them, TpAzo exhibited superior photocatalytic activity due to its high surface area (1725 m2 g–1), low band gap (1.78 eV), and efficient charge separation. To enhance the reusability and accessibility, a thin-film morphology of TpAzo COF was developed, which facilitated catalyst recovery and sustained performance over multiple cycles. The optimized protocol enabled the arylation of thiols with a wide range of aryl halides, including iodides, bromides, chlorides, tosylates, and mesylates, delivering the corresponding thioethers in good to excellent yields (55–94%) under ambient conditions. This study highlights the potential of COF-based photocatalysts for sustainable C–S bond formation and broadens their application in organic synthesis

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Cite This Study

Majumder et al. (2026) studied this question.

synapsesocial.com/papers/69db365c4fe01fead37c4865https://doi.org/10.1021/acs.chemmater.5c03223
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