Unraveling the High Activity of Ylide-Functionalized Phosphines in Palladium-Catalyzed Amination Reactions: A Comparative Study with ^CyJohnPhos and PtBu₃.

ABSTRACT: Comprehensive mechanistic insights into the activity of different catalysts based on different ligands are important for further ligand design and catalyst improvement. Herein, we report a combined computational and experimental study on the mechanism and catalytic activity of the ylide-substituted phosphine Cy₃P-C(Me)PCy₂ (keYPhos, L1) in C-N coupling reactions including a comparison with the established and often-applied phosphines ^CyJohnPhos (L2) and P(tBu)₃ (L3). Density functional theory (DFT) calculations together with the possible isolation of several intermediates within the catalytic cycle demonstrate that L1 readily forms low-coordinated palladium complexes [such as L1·Pd(dba)], which easily und

SUBMITTER: Scharf LT 

PROVIDER: S-EPMC6996648 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature