Manganese-catalyzed alpha-olefination of nitriles with secondary alcohols

TitleManganese-catalyzed alpha-olefination of nitriles with secondary alcohols
Publication TypeJournal Article
Year of Publication2020
AuthorsYadav, V, Landge, VG, Subaramanian, M, Balaraman, E
JournalACS Catalysis
Volume10
Issue2
Pagination947-954
Date PublishedJAN
Type of ArticleArticle
ISSN2155-5435
Keywordsacceptorless dehydrogenation, Alcohol, alpha-olefination, Hydrogen, manganese
Abstract

An expedient catalytic approach for alpha-olefination of nitriles using secondary alcohols with the liberation of molecular hydrogen and water as the only byproducts is reported. This reaction is catalyzed by a molecularly defined manganese(I) pincer complex and operates in the absence of any hydrogen acceptors. A broad range of substrates including cyclic, acyclic, and benzylic alcohols, as well as various nitrile derivatives, such as arylmethyl and heteroarylmethyl nitriles, are employed in the reaction to provide a diverse range of alpha-vinyl nitriles in good to excellent yields. Mechanistic studies showed that the reaction proceeds via dehydrogenative pathway and the activation of alpha(C-H) bond of the alcohol is the rate-determining step.

DOI10.1021/acscatal.9b02811
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

12.350

Divison category: 
Organic Chemistry

Add new comment