Upgrading Carbazolyl-Derived Phosphine Ligands Using Rh<sup>I</sup>-Catalyzed P<sup>III</sup>-Directed C–H Bond Alkylation for Catalytic CO<sub>2</sub>-Fixation Reactions
Javid Rzayev, Zhuan Zhang, Natacha Durand, Jean‐François Soulé
Abstract
-(2-(diphenylphosphaneyl)phenyl)carbazole] and some congener phosphine ligands with alkenes. The C-H bond functionalization occurred exclusively at the C1 position of the carbazolyl unit because the trivalent phosphine acts as a directing group. This protocol provides straightforward access to a large library of C1-alkyl substituted PhenCarPhos, which outperformed common commercial or unfunctionalized phosphines and their precursors in the Pd-catalyzed carbon dioxide-fixation reactions with propargylic amines.
Topics & Concepts
ChemistryPhosphineAlkylationMedicinal chemistryCatalysisAlkylCarbazoleCarbon fixationRegioselectivityOrganic chemistryCarbon dioxideCarbon dioxide utilization in catalysisAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization Methods