Important Role of NH-Carbazole in Aryl Amination Reactions Catalyzed by 2-Aminobiphenyl Palladacycles.

ABSTRACT: 2-Aminobiphenyl palladacycles are among the most successful precatalysts for Pd-catalyzed cross-coupling reactions, including aryl amination. However, the role of NH-carbazole, a byproduct of precatalyst activation, remains poorly understood. Herein, the mechanism of the aryl amination reactions catalyzed by a cationic 2-aminobiphenyl palladacycle supported by a terphenyl phosphine ligand, PCyp₂Ar^Xyl2 (Cyp = cyclopentyl; Ar^Xyl2 = 2,6-bis(2,6-dimethylphenyl)phenyl), P1, has been thoroughly investigated. Combining computational and experimental studies, we found that the Pd(II) oxidative addition intermediate reacts with NH-carbazole in the presence of the base (NaO ^t Bu) to yield a stable aryl carbazolyl Pd(II) complex. This species

SUBMITTER: Rama RJ 

PROVIDER: S-EPMC10029719 | biostudies-literature | 2023 Mar

REPOSITORIES: biostudies-literature