Photoinduced oxidative activation of electron-rich arenes: alkenylation with H evolution under external oxidant-free conditions.

Chem Sci

The Institute for Advanced Studies (IAS) , College of Chemistry and Molecular Sciences , Wuhan University, Wuhan 430072 , P. R. China . Email: ; Email:

Published: February 2018

AI Article Synopsis

  • The article discusses a new method for creating aryl alkenes through a specific chemical reaction involving arenes and alkenes.
  • Researchers used a dual catalytic system that includes a photosensitizer and a proton-reducing catalyst to promote this reaction.
  • The method successfully produces various substituted aryl alkenes with high yields and selectivity for one of the carbon positions in the molecule.

Article Abstract

The dehydrogenative cross-coupling of arenes and alkenes is a particularly ideal approach for the synthesis of aryl alkenes. Herein, we report a photo-induced C-H/C-H cross-coupling between electron-rich arenes and styrene derivatives using a dual catalytic system containing an acridinium photosensitizer and a cobaloxime proton-reducing catalyst. This catalytic system enables the Csp-Csp bond formation accompanying H evolution. Various substituted aryl alkenes can be afforded with good to excellent yields and high β-regioselectivity.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5887105PMC
http://dx.doi.org/10.1039/c7sc04634kDOI Listing

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