Literature DB >> 24038393

Carbene radicals in cobalt(II)-porphyrin-catalysed carbene carbonylation reactions; a catalytic approach to ketenes.

Nanda D Paul1, Andrei Chirila, Hongjian Lu, X Peter Zhang, Bas de Bruin.   

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.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  carbenes; carbonylation; cobalt; ketenes; porphyrinoids; radicals

Mesh：

Substances：

Year:  2013        PMID： 24038393      PMCID： PMC4351769          DOI： 10.1002/chem.201301731

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  15 in total

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7.  Asymmetric cyclopropanation of styrenes catalyzed by metal complexes of D2-symmetrical chiral porphyrin: superiority of cobalt over iron.

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Journal:  Chemistry       Date:  2008       Impact factor: 5.236

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3.  Catalytic 1,2-dihydronaphthalene and E-aryl-diene synthesis via CoIII-Carbene radical and o-quinodimethane intermediates.

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6.  Porphyrin Cobalt(III) "Nitrene Radical" Reactivity; Hydrogen Atom Transfer from Ortho-YH Substituents to the Nitrene Moiety of Cobalt-Bound Aryl Nitrene Intermediates (Y = O, NH).

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7.  [Co(TPP)]-Catalyzed Formation of Substituted Piperidines.

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Journal:  Chemistry       Date:  2019-04-01       Impact factor: 5.236

8.  Revisiting the Electronic Structure of Cobalt Porphyrin Nitrene and Carbene Radicals with NEVPT2-CASSCF Calculations: Doublet versus Quartet Ground States.

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9.  Catalytic Dibenzocyclooctene Synthesis via Cobalt(III)-Carbene Radical and ortho-Quinodimethane Intermediates.

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10.  Metalloradical Reactivity of RuI and Ru0 Stabilized by an Indole-Based Tripodal Tetraphosphine Ligand.

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