Photochemical Allylation of Alkanes Enabled by Nickel Catalysis
Youxiang Jin, Elvis Wang Hei Ng, Tao Fan, Hajime Hirao, Liu‐Zhu Gong
Abstract
We have developed an allylic alkylation of alkanes by dual photo-HAT/nickel catalysis. In this reaction, radical-type hydrogen-atom-transfer of the alkanes is enabled by decatungstate as a photocatalyst, whereas nickel serves to cleave the C–O bond in the substrates under mild reaction conditions. This co-catalyzed reaction provides a method for direct functionalization of alkanes. Density functional theory calculations show that reductive elimination is the rate-determining step of this reaction.
Topics & Concepts
CatalysisChemistryNickelPhotochemistryPhotocatalysisAlkylationAllylic rearrangementDensity functional theoryAlkaneHydrogen atomPhotoredox catalysisOrganic chemistryComputational chemistryAlkylCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques