Photocatalytic C–F alkylation of trifluoromethyls using <i>o</i>-phosphinophenolate: mechanistic insights and substrate prediction-Reference-Cited by-同舟云学术

Photocatalytic C–F alkylation of trifluoromethyls using o-phosphinophenolate: mechanistic insights and substrate prediction

Published:2023 Issue:71 Volume:59 Page:10648-10651
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Li Rongrong¹²^ORCID,Yang Xinzheng¹²³^ORCID,Guan Wei⁴^ORCID

Affiliation:

1. State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Institute of Chemistry Chinese Academy of Sciences, Beijing 100190, P. R. China

2. University of Chinese Academy of Sciences, Beijing 100049, P. R. China

3. Department of Chemistry, University of Washington, Seattle, WA 98195, USA

4. Institute of Functional Material Chemistry, Faculty of Chemistry, Northeast Normal University, Changchun 130024, China

Abstract

Density functional theory computations reveal a radical mechanism of photocatalytic C–F bond functionalization of N-phenyl-2,2,2-trifluoromethylacetamide using o-phosphinophenolate (PO) cooperative catalysis.

Funder

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2023/CC/D3CC03264G

Reference23 articles.

1. Asymmetric Synthesis of Fluoro, Fluoromethyl, Difluoromethyl, and Trifluoromethylcyclopropanes

2. Beyond the Balz–Schiemann Reaction: The Utility of Tetrafluoroborates and Boron Trifluoride as Nucleophilic Fluoride Sources

3. HFIP‐Assisted Single C−F Bond Activation of Trifluoromethyl Ketones using Visible‐Light Photoredox Catalysis

4. Photochemical C–F Activation Enables Defluorinative Alkylation of Trifluoroacetates and -Acetamides