Transition-Metal-Free C(sp<sup>3</sup>)–H Coupling of Cycloalkanes Enabled by Single-Electron Transfer and Hydrogen Atom Transfer
Zhang Linlin, Zhengfen Liu, Xun Tian, Yujin Zi, Shengzu Duan, Yongsheng Fang, Wen Chen, Jing Hong, Lijuan Yang, Xiaodong Yang
Abstract
Here we report a unique transition-metal-free C(sp3)–H/C(sp3)–H coupling of cycloalkanes at room temperature. Unactivated cycloalkanes and 2-azaallyls underwent the combination process of single-electron transfer (SET) and hydrogen atom transfer (HAT) to deliver a wide variety of cycloalkane-functionalized products. This expedient approach enables C(sp3)–H/C(sp3)–H coupling of cycloalkanes under mild conditions without transition metals, initiators, and oxidants.
Topics & Concepts
ChemistryCycloalkaneHydrogen atomElectron transferAtom (system on chip)Transition metalHydrogenCoupling (piping)MetalPhotochemistryOrganic chemistryAlkylMaterials scienceCatalysisComputer scienceMetallurgyEmbedded systemCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis and Catalytic Reactions