Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 43, Pages 14129-14133Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201808642
Keywords
C-C bond formation; photo-redox catalysis; phosphorescence; platinum complexes; dehalogenation
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Funding
- National Key Basic Research Program of China [2013CB834802]
- Hong Kong Research Grants Council [HKU17330416]
- University Grants Committee Areas of Excellence Scheme [AoE/P-03/08]
- CAS-Croucher Foundation Funding Scheme for Joint Laboratories
- Science and Technology Innovation Commission of Shenzhen Municipality [JCYJ20160530184056496]
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Strong photo-reductants have applications in photo-redox organic synthesis involving reductive activation of C-X(halide) and C=O bonds. We report herein air-stable Pt-II complexes supported by tetradentate bis(phenolate-NHC) ligands having peripheral electron-donating N-carbazolyl groups. Photo-physical, electrochemical, and computational studies reveal that the presence of N-carbazolyl groups enhances the light absorption and redox reversibility because of its involvement into the frontier MOs in both ground and excited states, making the complexes robust strong photo-reductant with E([Pt](+/)*) over -2.6V vs. Cp2Fe+/0. The one-electron reduced [Pt](-) species are stronger reductants with E-PC([Pt](0/-)) up to -3.1V vs. Cp2Fe+/0. By virtue of the strong reducing nature of these species generated upon light excitation, they can be used in light-driven reductive coupling of carbonyl compounds and reductive debromination of a wide range of unactivated aryl bromides.
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