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Efficient Reduction of Electron-Deficient Alkenes Enabled by a Photoinduced Hydrogen Atom Transfer

preprint
revised on 01.06.2020 and posted on 02.06.2020 by Xacobe Cambeiro, Natalia A. Larionova, Jun Miyatake Ondozabal
Direct hydrogen atom transfer from a photoredox-generated Hantzsch ester radical cation to electron-deficient alkenes has enabled the
development of an efficient formal hydrogenation under mild, operationally simple conditions. The HAT-driven mechanism, key to circumvent
the problems associated with the low electron affinity of alkenes, is supported by experimental and computational studies. The reaction is applied
to a variety of cinnamate derivatives and related structures, irrespective of the presence of electron-donating or electron-withdrawing
substituents in the aromatic ring and with good functional group compatibility.

Funding

MSCA Fellowship - LionCat

History

Email Address of Submitting Author

x.cambeiro@qmul.ac.uk

Institution

Queen Mary University of London

Country

United Kingdom

ORCID For Submitting Author

0000-0002-7365-7201

Declaration of Conflict of Interest

There are no conflicts of interest

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