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Time-Resolved Decarboxylative Alkyl Coupling Promoted by NADH and Blue Light

preprint
submitted on 15.01.2020 and posted on 20.01.2020 by Rajdip Chowdhury, Zhunzhun Yu, Stefanie V. Kohlhepp, Xiang Yin, Abraham Mendoza

Flexible, small and strong alkyl ligations created upon external light stimuli can open new avenues for medicinal and biological research. Herein, we have found that NADH and analogues can drive photo-couplings without auxiliary photocatalysts. The time- resolved alkyl photo-ligation between redox-active carboxylate derivatives and electron-poor olefins displays a surprising moisture and air-tolerance, and unusually high coupling rates in dilute conditions. This work sets the conceptual basis for further biocompatible C-C coupling reactions promoted by visible-light in combination with NADH, the ubiquitous reductant of biological systems.

Funding

Automatized Catalysis and Single-Carbon Insertion

European Research Council

Find out more...

KAW2016.0153

History

Email Address of Submitting Author

abraham.mendoza@su.se

Institution

Stockholm University

Country

Sweden

ORCID For Submitting Author

0000-0001-9199-6736

Declaration of Conflict of Interest

No conflict of interest

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