Photoinduced Base-Metal Catalyzed sp<sup>3</sup>-C-Si Bond Activation of Organosilanols to Generate sp<sup>3</sup>-Carbon-Centered Radicals
Qigang Li, Xiaoqiang Li, Yifei Ling, Jiaxin Liu, Jun Yang
Abstract
An activation paradigm for the sp 3 -C-Si bond of silanols via a visible-light photoinduced open-shell pathway has been developed with broad substrate scope and good functional group tolerance. It proceeded through base metal catalyzed ligand-to-metal charge-transfer (LMCT) and subsequent β-scission process. It is an example of catalytic sp 3 -C-Si bond cleavage of silanols. Under mild conditions, various alkyl radicals can be generated from functionalized alkyl-substituted silanols, including tertiary, secondary, and more reactive primary ones.
Topics & Concepts
CatalysisRadicalChemistryAlkylBond cleavagePhotochemistryMetalLigand (biochemistry)Substrate (aquarium)SilanesFunctional groupPolymer chemistryOrganic chemistrySilaneBiochemistryReceptorGeologyPolymerOceanographyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques