Work

Catalyzing the Hydrodefluorination of CF 3 -Substituted Alkenes by PhSiH 3 . H• Transfer from a Nickel Hydride

Year: 2020

Type: article

Abstract: The hydrodefluorination of CF 3 -substituted alkenes can be catalyzed by a nickel(II) hydride bearing a pincer ligand. The catalyst loading can be as low as 1 mol%. gem -Difluoroalkenes containing a number of functional groups can be formed in good to excellent yields by a radical mechanism initiated by H• transfer from the nickel hydride. The relative reactivity of various substrates supports the proposed mechanism, as does a TEMPO trapping experiment.

Source: Journal of the American Chemical Society

DOI: 10.1021/jacs.9b13757

Authors: Chengbo Yao, Shuai Wang, Jack Norton, Matthew Hammond

Institution: Columbia University

Language: English

Topic: Fluorine in Organic Chemistry

Subfield: Pharmaceutical Science

Field: Pharmacology, Toxicology and Pharmaceutics

Domain: Life Sciences

Open Access status: green

Funders: National Institutes of Health, National Institute of General Medical Sciences

Award: Catalysis of Tin-Free Radical Reactions Under H2