Zwitterionic Diphenylphosphinyl Amidate as a Powerful Photoinduced Hydrogen-Atom-Transfer Catalyst for C–H Alkylation of Simple Alkanes
Kohsuke Ohmatsu, Ryuhei Suzuki, Hiroki Fujita, Takashi Ooi
Abstract
The chemical and physical properties of amides change substantially when the electron-withdrawing groups attached to the nitrogen are varied. Herein, we report the superior performance of N -diphenylphosphinyl 1,2,3-triazolium amidate as a photoinduced hydrogen-atom transfer catalyst compared to its N -benzoyl analog. A binary catalyst system of the phosphinyl amidate and an Ir-based photocatalyst enables the alkylation of unbiased C–H bonds.
Topics & Concepts
ChemistryAlkylationCatalysisHydrogen atomNitrogen atomPhotochemistryHydrogenPhotoinduced electron transferHydrogen bondElectron transferMedicinal chemistryOrganic chemistryMoleculeAlkylChemical Reactions and IsotopesAsymmetric Hydrogenation and CatalysisChemical Synthesis and Analysis