Issue 45, 2015

Transition metal complexes bearing NHC ligands substituted with secondary polyfluoroalkyl groups

Abstract

Using three different approaches, racemic 1-(perfluoroalkyl)ethylamines were synthesized from perfluoroalkyl iodides or perfluoroalkanoic acids, and further transformed to the corresponding N,N′-disubstituted ethane-1,2-diimines and ethane-1,2-diamines as mixtures of diastereoisomers. Their cyclization afforded imidazolium or dihydroimidazolium salts, which led to silver or palladium complexes bearing NHC ligands substituted with secondary polyfluoroalkyl groups. The palladium complexes bearing a throwaway 3-chloropyridine ligand proved to be moderately active in the model Suzuki–Miyaura coupling.

Graphical abstract: Transition metal complexes bearing NHC ligands substituted with secondary polyfluoroalkyl groups

  • This article is part of the themed collection: Fluorine

Supplementary files

Article information

Article type
Paper
Submitted
15 jun 2015
Accepted
27 aug 2015
First published
27 aug 2015

Dalton Trans., 2015,44, 19663-19673

Transition metal complexes bearing NHC ligands substituted with secondary polyfluoroalkyl groups

V. Kolaříková, O. Šimůnek, M. Rybáčková, J. Cvačka, A. Březinová and J. Kvíčala, Dalton Trans., 2015, 44, 19663 DOI: 10.1039/C5DT02258D

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