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Visible light driven generation and alkyne insertion reactions of stable bis-cyclometalated Pt(iv) hydrides

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Abstract

Hydride complexes resulting from the oxidative addition of C–H bonds are intermediates in hydrocarbon activation and functionalization reactions. The discovery of metal systems that enable their direct formation through photoexcitation with visible light could lead to advantageous synthetic methodologies. In this study, easily accessible dimers [Pt2(μ-Cl)2(C^N)2] (C^N = cyclometalated 2-arylpyridine) are demonstrated as a very convenient source of Pt(C^N) subunits, which promote photooxidative C–H addition reactions with different 2-arylpyridines (N′^C′H) upon irradiation with blue light. The resulting [PtH(Cl)(C^N)(C′^N′)] complexes are the first isolable Pt(IV) hydrides arising from a cyclometalation reaction. A transcyclometalation process involving three photochemical steps is elucidated, which occurs when the C^N ligand is a monocyclometalated 2,6-diarylpyridine, and a detailed analysis of the photoreactivity associated with the Pt(C^N) moiety is provided. Alkyne insertions into the Pt–H bond of a photogenerated Pt(IV) hydride are also reported as a demonstration of the ability of this class of compounds to undergo subsequent organometallic reactions.

Graphical abstract: Visible light driven generation and alkyne insertion reactions of stable bis-cyclometalated Pt(iv) hydrides

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Article information


Submitted
03 Sep 2020
Accepted
13 Oct 2020
First published
13 Oct 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2020, Advance Article
Article type
Edge Article

Visible light driven generation and alkyne insertion reactions of stable bis-cyclometalated Pt(IV) hydrides

D. Poveda, Á. Vivancos, D. Bautista and P. González-Herrero, Chem. Sci., 2020, Advance Article , DOI: 10.1039/D0SC04879H

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