Premium
Propane Activation by Palladium Complexes with Chelating Bis(NHC) Ligands and Aerobic Cooxidation
Author(s) -
Munz Dominik,
Strassner Thomas
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201309568
Subject(s) - palladium , chemistry , catalysis , vanadium , chelation , trifluoroacetic acid , surface modification , propane , carbene , bromide , halide , inorganic chemistry , polymer chemistry , photochemistry , organic chemistry , medicinal chemistry , combinatorial chemistry
The development of efficient aerobic oxidation methods remains a challenge for the selective functionalization of CH bonds in alkanes. Herein we report the development of a CH functionalization procedure for propane by using a palladium catalyst with chelating bis(N‐heterocyclic carbene) ligands in trifluoroacetic acid together with a vanadium co‐catalyst. Halides play a decisive role in the reaction. The experimental results are presented together with supporting kinetic data and an isotope effect. The reaction can be run with dioxygen as the oxidant if vanadium salts and halides are present in the reaction mixture. Experimental as well as computational results favor a mechanism involving CH activation by palladium(II), followed by oxidation to palladium(IV) by bromine.