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Copper-catalysed photoinduced decarboxylative alkynylation: a combined experimental and computational study

Yu Mao, Wenxuan Zhao, Shuo Lu, Lei Yu, Yi Wang, Yong Liang, Shengyang Ni, Yi Pan

2020Chemical Science48 citationsDOIOpen Access PDF

Abstract

as a ligand provides a general strategy to generate a range of alkyl radicals from RAEs of carboxylic acids, which can be readily coupled with a variety of aromatic alkynes. The scope of this cross-coupling reaction can be further expanded to aliphatic alkynes and alkynyl silanes using a catalytic amount of preformed copper-phenylacetylide. In addition, DFT calculations revealed the favorable reaction pathway and that the bidentate acetylacetonate ligand of the copper intermediate plays an important role in inhibiting the homo-coupling of the alkyne.

Topics & Concepts

AlkynylationAlkylChemistryCopperRedoxCatalysisCombinatorial chemistryPhotochemistryOrganic chemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Copper-catalysed photoinduced decarboxylative alkynylation: a combined experimental and computational study | Litcius