A Nonsymmetric Pincer-Catalyzed Suzuki−Miyaura Arylation of Benzyl Halides and Other Nonactivated Unusual Coupling Partners

• Published in: Journal of organic chemistry Vol. 73; no. 21; pp. 8448 - 8451
• Main Authors: Inés, Blanca, Moreno, Isabel, SanMartin, Raul, Domínguez, Esther
• Format: Journal Article
• Language: English
• Published: Washington, DC American Chemical Society 07-11-2008
• Subjects: Catalysis; Catalysts: preparations and properties; Chemistry; Electrons; Exact sciences and technology; General and physical chemistry; Heterocyclic compounds; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings; Hydrocarbons, Aromatic - chemistry; Hydrocarbons, Halogenated - chemistry; Kinetics and mechanisms; Organic chemistry; Palladium; Preparations and properties; Reactivity and mechanisms; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry; Arylation; Catalytic reaction; Tertiary phosphine; Nitrogen heterocycle; Palladium Complexes; Metallocycle; Palladium complex; Transition metal Complexes; Organic halogen compounds; Phosphorus Organic compounds; Suzuki coupling; Benzylic compound; Suzuki-Miyaura cross-coupling; Pyrazole derivatives; Platinoid Complexes; Aqueous solution; Catalyst activity; Enone; Catalyst
• ISSN: 0022-3263; 1520-6904
• DOI: 10.1021/jo8016633

The catalytic activity of a PCN-type palladium pincer complex is evaluated in the construction of C(sp2)-C(sp2) and C(sp2)-C(sp3) bonds by Suzuki−Miyaura cross-couplings employing nontypical substrates such as benzyl halides, α-haloenones, or alkylboronic acids as coupling partners. Most of the reported reactions are achieved in aqueous media, with all of the advantages implied.