Cobalt(II)-Catalyzed Reaction of Enolizable Aldehydes with Alkenes in the Presence of Dioxygen: The Role of Acyl Radical

• Published in: Journal of organic chemistry Vol. 59; no. 4; pp. 850 - 853
• Main Authors: Punniyamurthy, T, Bhatia, Beena, Iqbal, Javed
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.02.1994; Amer Chemical Soc
• Subjects: Catalysis; Catalytic reactions; Chemistry; Chemistry, Organic; Exact sciences and technology; General and physical chemistry; Physical Sciences; Science & Technology; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry; OLEFINS; CYCLIZATION; EPOXIDATION; ADDITION-REACTIONS; COMPLEXES; MOLECULAR-OXYGEN; Reaction intermediate; Oxygen; Catalytic reaction; Aliphatic compound; Transition metal Complexes; Aldehyde; Dienic compound; Experimental study; Schiff base; Alkene; Copper II Complexes; Organic free radical; Epoxidation; Phenols; Oxidation; Catalyst; Ethylenic compound
• ISSN: 0022-3263; 1520-6904
• DOI: 10.1021/jo00083a029

Complex [bis(salicylidene-N-phenethyl)] cobalt(II) (1) catalyzes the reaction of enolizable aliphatic aldehydes and dioxygen with an electron-deficient alkene to afford the adducts 4 and 5, whereas the reaction with unactivated alkenes leads to the corresponding epoxides 6. These reactions are proposed to proceed via a common pathway involving acyl radicals.