Using experimental and computational approaches to probe an unusual carbon-carbon bond cleavage observed in the synthesis of benzimidazole -oxides

Experimental and computational studies have been performed in order to investigate an unusual carbon-carbon bond cleavage that occurs in the preparation of certain benzimidazole N -oxides from anilines. The key factor determining the outcome of the reaction was found to be the substituents on the am...

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Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 19; no. 1; pp. 28 - 215
Main Authors Politano, Fabrizio, Sandoval, Arturo León, Uranga, Jorge G, Buján, Elba I, Leadbeater, Nicholas E
Format Journal Article
Published 06.01.2021
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Summary:Experimental and computational studies have been performed in order to investigate an unusual carbon-carbon bond cleavage that occurs in the preparation of certain benzimidazole N -oxides from anilines. The key factor determining the outcome of the reaction was found to be the substituents on the amine functionality of the aniline. An unusual carbon-carbon bond-cleavage is explored using a combination of experimental and computational studies.
Bibliography:Electronic supplementary information (ESI) available: Experimental and computational details, and spectral characterization. See DOI
10.1039/d0ob01797c
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob01797c