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Oxidative benzylic C(sp 3 )–H functionalisation of electron-poor substrates with photoexcited DDQ

Year: 2025

Type: article

Abstract: )-H bonds to form benzylic quinol ethers. The methodology is amenable to both batch and flow setups and is demonstrated across a series of primary and secondary benzylic substrates. Transient absorption spectroscopy revealed mechanistic insight into the electron transfer processes involved, indicating a single electron transfer pathway operates under these conditions, contrasting a hydride mechanism previously reported to occur when employing ground-state DDQ.

Source: Chemical Science

DOI: 10.1039/d5sc05561j

Authors: Alexander P. Atkins, Charlotte A. Smith, Deborin Ghosh, Hallam J. M. Greene, Ria G. Binyahan, Ciaran J. Greene, Joseph A. Tate, Andrew J. Orr-Ewing, Alastair J. J. Lennox

Institution: University of Bristol

Language: English

Topic: Oxidative Organic Chemistry Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

Funders: Royal Society, University of Bristol, Engineering and Physical Sciences Research Council, Natural Environment Research Council, HORIZON EUROPE European Research Council

Awards: Industrial CASE Account - University of Bristol 2019, Ultrafast Photochemical Dynamics in Complex Environments, G3249517163, UKRI COVID19 Doctoral Funding University of Bristol, Photo-Electro: Transforming Chemical Synthesis, Discovery and Manufacture, G6825366792

OpenAlex ID: W4414422106

FWCI:

Cites: 104

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