Photoredox autocatalysis : towards a library of generally applicable reductive photocatalysts

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Kaur, Jaspreet and Mandigma, Mark John P. and Bapat, Nakul Abhay and Barham, Joshua Philip (2025) Photoredox autocatalysis : towards a library of generally applicable reductive photocatalysts. Angewandte Chemie International Edition. e202423190. ISSN 1521-3773 (https://doi.org/10.1002/anie.202423190)

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Abstract

Dichotomous thinking dominates the field of synthetic photochemistry—either a reaction needs a photocatalyst or not. Herein, we report the identification of a photoredox autocatalytic pathway ‐ an alternative to the existing mechanistic paradigms ‐ to access cyclic biaryl sulfonamides (BASNs). This reaction does not require exogenous catalyst as the visible light absorbing deprotonated product ‐ with potent excited state reductive power ‐ acts as the photocatalyst for its own synthesis. This finding implicated BASN as a novel organophotocatalyst architecture and allowed a rapid, modular, and low‐cost combinatorial synthesis of a BASN library that expedited optimal photocatalyst screening. Furthermore, BASN was revealed as a widely applicable organophotocatalyst for diverse transition metal‐free transformations such as: intramolecular (spiro)‐cyclizations, defunctionalizations, and C−C / C‐heteroatom couplings.

ORCID iDs

Kaur, Jaspreet, Mandigma, Mark John P., Bapat, Nakul Abhay and Barham, Joshua Philip ORCID logoORCID: https://orcid.org/0000-0003-1675-9399;
  • Item type:Article
    ID code:92470
    Dates:
    Date
    Event
    18 February 2025
    Published
    18 February 2025
    Published Online
    3 February 2025
    Accepted
    Subjects:Science > Chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:27 Mar 2025 13:59
    Last modified:31 Mar 2025 08:55
    URI:https://strathprints.strath.ac.uk/id/eprint/92470
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