title: Carbene radicals in cobalt(II)-porphyrin-catalysed carbene carbonylation reactions; a catalytic approach to ketenes.
abstract: One-pot radicals: Cobalt(III)-carbene radicals, generated by metallo-radical activation of diazo compounds and N-tosylhydrazone sodium salts with cobalt(II) complexes of porphyrins, readily undergo radical addition to carbon monoxide, allowing the catalytic production of ketenes. These ketenes subsequently react with various amines, alcohols and imines in one-pot tandem transformations to produce differently substituted amides, esters and β-lactams in good isolated yields.
authors.affiliation: Supramolecular and Homogeneous Catalysis van 't Hoff Institute for Molecular Sciences (HIMS), University of Amsterdam, Science Park 904, 1098 XH, Amsterdam (The Netherlands).
authors.forename: Nanda D
authors.initials: ND
authors.lastname: Paul
authors.forename: Andrei
authors.initials: A
authors.lastname: Chirila
authors.forename: Hongjian
authors.initials: H
authors.lastname: Lu
authors.forename: X Peter
authors.initials: XP
authors.lastname: Zhang
authors.forename: Bas
authors.initials: B
authors.lastname: de Bruin
mesh_terms: D000588:Amines / Q000737:chemistry; D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D004952:Esters; D005030:Ethylenes / Q000737:chemistry*; D007097:Imines / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D008665:Metalloporphyrins / Q000138:chemical synthesis / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D011166:Porphyrins / Q000138:chemical synthesis / Q000737:chemistry*; D047090:beta-Lactams / Q000737:chemistry
chemical_list: D000588:Amines; D001391:Azo Compounds; D004952:Esters; D005030:Ethylenes; D007097:Imines; D007659:Ketones; D008665:Metalloporphyrins; D011166:Porphyrins; D047090:beta-Lactams; C030011:carbene; D003035:Cobalt; C008223:ketene; D008697:Methane
keywords: carbenes; carbonylation; cobalt; ketenes; porphyrinoids; radicals
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