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Photodriven Dehydrogenative Homocoupling of Benzylic C–H Bonds Forming Strained C–C Bonds

Naoki Ishida, Masahiro Murakami, Mingon Son, Tairin Kawasaki, Misato Ito

2021Synlett14 citationsDOI

Abstract

Abstract A photoinduced dehydrogenative homocoupling reaction of alkylarenes is reported. Gaseous hydrogen is evolved as the sole byproduct and neither oxidants nor hydrogen acceptors are required. The present reaction offers an environmentally benign and atom-economical means for forming sterically strained C–C single bonds. It also gives a remarkable example of photodriven reactions overcoming a considerable rise in energy.

Topics & Concepts

ChemistrySteric effectsPhotochemistryHydrogen bondHydrogen atomCombinatorial chemistryPolymer chemistryMedicinal chemistryOrganic chemistryMoleculeAlkylRadical Photochemical ReactionsFluorine in Organic ChemistryOrganic Light-Emitting Diodes Research