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Efficient acceptorless photo-dehydrogenation of alcohols and N-heterocycles with binuclear platinum(II) diphosphite complexes

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Abstract

Although photoredox catalysis employing Ru(II) and Ir(III) complexes as photocatalysts has emerged as a versatile tool for oxidative C–H functionalization under mild conditions, the need for additional reagents acting as electron donor/scavenger for completing the catalytic cycle undermines the practicability of this approach. Herein we demonstrate that photo-induced oxidative C–H functionalization can be catalysed with high product yields under oxygen-free and acceptorless conditions via inner-sphere atom abstraction by binuclear platinum(II) diphosphite complexes. Both alcohols (51 examples), particularly the aliphatic ones, and saturated N-heterocycles (24 examples) can be efficiently dehydrogenated under light irradiation at room temperature. Regeneration of the photocatalyst by means of reductive elimination of dihydrogen from the in situ formed platinum(III)-hydride species represents an alternative paradigm to the current approach in photoredox catalysis.

Graphical abstract: Efficient acceptorless photo-dehydrogenation of alcohols and N-heterocycles with binuclear platinum(ii) diphosphite complexes

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Publication details

The article was received on 15 Dec 2018, accepted on 01 Apr 2019 and first published on 02 Apr 2019


Article type: Edge Article
DOI: 10.1039/C8SC05600E
Citation: Chem. Sci., 2019, Advance Article
  • Open access: Creative Commons BY-NC license
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    Efficient acceptorless photo-dehydrogenation of alcohols and N-heterocycles with binuclear platinum(II) diphosphite complexes

    J. Zhong, W. To, Y. Liu, W. Lu and C. Che, Chem. Sci., 2019, Advance Article , DOI: 10.1039/C8SC05600E

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