Recent Developments in Pd-Catalyzed Reactions of Diazo Compounds

• Published in: European Journal of Organic Chemistry Vol. 2011; no. 6; pp. 1015 - 1026
• Main Authors: Zhang, Yan, Wang, Jianbo
• Format: Book Review Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.02.2011; WILEY‐VCH Verlag; Wiley-VCH
• Subjects: Carbenes; Catalysis; Catalysts: preparations and properties; Chemistry; Cross-coupling; Diazo compounds; Exact sciences and technology; Free radicals chemistry; General and physical chemistry; Kinetics and mechanisms; Organic chemistry; Palladium; Reactivity and mechanisms; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry; Diazo compounds; Catalytic reaction; Palladium complex; Transition metal; Palladium; Carbenes; Carbene; Cross-coupling; Organic free biradical; Cross reaction; Reaction mechanism; Copper I; Diazo compound; Platinoid; Catalyst; Ethylenic compound; Rhodium II
• ISSN: 1434-193X; 1099-0690
• DOI: 10.1002/ejoc.201001588

Pd‐catalyzed reactions of diazo compounds result in unique transformations that are distinct from those of traditional processes catalyzed by RhII or CuI catalysts. Pd carbene migratory insertion was deemed to be the key step in a series of Pd‐catalyzed reactions of diazo compounds. The combination of this unique reaction and classic Pd‐catalyzed cross‐coupling provides new potential for the development of novel Pd‐catalyzed transformations, in particular for C=C double bond formation. Pd‐catalyzed reactions of diazo compounds have emerged as a new class of C=C double‐bond‐forming transformations. The reaction pattern of Pd carbenes, which is dominated by migratory insertion, is distinct from those of the traditional RhII or CuI carbenes. Novel Pd‐catalyzed transformations can be expected from the combination of this unique process and classic Pd‐catalyzed cross‐coupling.