Photoinduced meta-Selective C-H Oxygenation of Arenes

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dc.creatorAli, Wajid
dc.creatorSaha, Argha
dc.creatorGe, Haibo (TTU)
dc.creatorMaiti, Debabrata
dc.date.accessioned2023-08-16T14:38:25Z
dc.date.available2023-08-16T14:38:25Z
dc.date.issued2023
dc.description© 2023 The Authors. Published by American Chemical Society. cc-by-nc-nd
dc.description.abstractThe merger of photocatalysis and transition-metal catalysis has recently emerged as an adaptable platform for the development of innovative and environmentally benign synthetic methodologies. In contrast to classical transformation by Pd complexes, photoredox Pd catalysis operates through a radical pathway in the absence of a radical initiator. Using the synergistic merger of photoredox and Pd catalysis, we have developed a highly efficient, regioselective, and general meta-oxygenation protocol for diverse arenes under mild reaction conditions. The protocol showcases the meta-oxygenation of phenylacetic acids and biphenyl carboxylic acids/alcohols and is also amenable for a series of sulfonyls and phosphonyl-tethered arenes, irrespective of the nature and position of the substituents. Unlike thermal C-H acetoxylation which operates through the PdII/PdIV catalytic cycle, this metallaphotocatalytic C-H activation involves PdII/PdIII/PdIV intermediacy. The radical nature of the protocol is established through radical quenching experiments and EPR analysis of the reaction mixture. Furthermore, the catalytic path of this photoinduced transformation is established through control reactions, absorption spectroscopy, luminescence quenching, and kinetic studies.
dc.identifier.citationAli, W., Saha, A., Ge, H., & Maiti, D.. 2023. Photoinduced meta-Selective C-H Oxygenation of Arenes. JACS Au, 3(6). https://doi.org/10.1021/jacsau.3c00231
dc.identifier.urihttps://doi.org/10.1021/jacsau.3c00231
dc.identifier.urihttps://hdl.handle.net/2346/95612
dc.language.isoeng
dc.subjectacetoxylation
dc.subjectdistal C
dc.subjectH activation
dc.subjectPd-photoredox catalysis
dc.subjectphenylacetic acid drugs
dc.subjectradical mechanism
dc.titlePhotoinduced meta-Selective C-H Oxygenation of Arenes
dc.typeArticle

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