Literature DB >> 27114043

A class of effective decarboxylative perfluoroalkylating reagents: [(phen)2Cu](O2CRF).

Yangjie Huang1, Manjaly J Ajitha, Kuo-Wei Huang, Zhongxing Zhang, Zhiqiang Weng.   

Abstract

This article describes the invention of a class of effective reagents [(phen)2Cu](O2CRF) (1) for the decarboxylative perfluoroalkylation of aryl and heteroaryl halides. Treatment of copper tert-butyloxide with phenanthroline ligands, with subsequent addition of perfluorocarboxylic acids afforded air-stable copper(i) perfluorocarboxylato complexes 1. These complexes reacted with a variety of aryl and heteroaryl halides to form perfluoroalkyl(hetero)arenes in moderate to high yields. Computational studies suggested that the coordination of the second phen ligand may reduce the energy barrier for the decarboxylation of perfluorocarboxylate to facilitate perfluoroalkylation.

Entities:  

Year:  2016        PMID: 27114043     DOI: 10.1039/c6dt00277c

Source DB:  PubMed          Journal:  Dalton Trans        ISSN: 1477-9226            Impact factor:   4.390


  3 in total

1.  Metallaphotoredox Perfluoroalkylation of Organobromides.

Authors:  Xiangbo Zhao; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2020-11-09       Impact factor: 15.419

Review 2.  Copper-based fluorinated reagents for the synthesis of CF2R-containing molecules (R ≠ F).

Authors:  Louise Ruyet; Tatiana Besset
Journal:  Beilstein J Org Chem       Date:  2020-05-18       Impact factor: 2.883

3.  Towards Optimized Photoluminescent Copper(I) Phenanthroline-Functionalized Complexes: Control of the Photophysics by Symmetry-Breaking and Spin-Orbit Coupling.

Authors:  Christophe Gourlaouen; Chantal Daniel
Journal:  Materials (Basel)       Date:  2022-07-28       Impact factor: 3.748

  3 in total

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