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

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Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 19; no. 1; pp. 208 - 215
Main Authors Politano, Fabrizio, Sandoval, Arturo Leon, Uranga, Jorge G., Bujan, Elba I., Leadbeater, Nicholas E.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 06.01.2021
Royal Society of Chemistry
Subjects
Aniline
Benzimidazoles
Carbon
Chemical bonds
Chemistry
Chemistry, Organic
Cleavage
Computer applications
N-Oxides
Oxides
Physical Sciences
Science & Technology
SUBSTITUTION
N-N-BUTYL-2,6-DINITROANILINE
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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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob01797c