The Dual Role of Benzophenone in Visible-Light/Nickel Photoredox-Catalyzed C−H Arylations: Hydrogen-Atom Transfer and Energy Transfer

Abhishek Dewanji, Patricia E. Krach, Magnus Rueping

Research output: Contribution to journalArticlepeer-review

114 Scopus citations

Abstract

A dual catalytic protocol for the direct arylation of non-activated C(sp3)−H bonds has been developed. Upon photochemical excitation, the excited triplet state of a diaryl ketone photosensitizer abstracts a hydrogen atom from an aliphatic C−H bond. This inherent reactivity was exploited for the generation of benzylic radicals which subsequently enter a nickel catalytic cycle, accomplishing the benzylic arylation.
Original languageEnglish (US)
Pages (from-to)3566-3570
Number of pages5
JournalAngewandte Chemie International Edition
Volume58
Issue number11
DOIs
StatePublished - Feb 18 2019

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: P.E.K. thanks the Deutsche Bundesstiftung Umwelt for financial support. We thank Marc Jentsch for helping us with CV measurements. The research leading to these results has received funding from the European Research Council under the European Union's Seventh Framework Programme (FP/2007-2013)/ERC Grant Agreement no. 617044 (SunCatChem).

Fingerprint

Dive into the research topics of 'The Dual Role of Benzophenone in Visible-Light/Nickel Photoredox-Catalyzed C−H Arylations: Hydrogen-Atom Transfer and Energy Transfer'. Together they form a unique fingerprint.

Cite this