Ir-Catalyzed, Nitrogen-Directed C(sp<sup>3</sup>)–H and C(sp<sup>2</sup>)–H Borylation with a Spiro-Fluorene-Indenoindenyl Ligand
Tomonori Inoue, Yu Sato, Yuki Nagashima, Ken Tanaka
Abstract
High Resolution Image Download MS PowerPoint Slide We have developed a strategy to facilitate the nitrogen-directed C–H borylation using an Ir(cod) catalyst with a spiro-fluorene-indenoindenyl (SFI) ligand through CH (ligand)−π (substrate) interactions and the selective formation of an electron-rich and less bulky IrH(Bpin) intermediate rather than Ir(Bpin) 2 . This Ir catalyst allows the nitrogen-directed regioselective C(sp 3 )–H and C(sp 2 )–H borylation with HBpin at near room temperature without photoirradiation with a broad substrate scope.
Topics & Concepts
BorylationCatalysisFluoreneChemistryLigand (biochemistry)NitrogenMedicinal chemistryStereochemistryOrganic chemistryBiochemistryReceptorPolymerAlkylArylCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSynthesis and Catalytic Reactions