Publication
Title
Oxidative addition of haloheteroarenes to palladium(0) : concerted versus -type mechanism
Author
Abstract
The kinetics of the oxidative additions of haloheteroarenes HetX (X=I, Br, Cl) to [Pd0(PPh3)2] (generated from [Pd0(PPh3)4]) have been investigated in THF and DMF and the rate constants have been determined. In contrast to the generally accepted concerted mechanism, Hammett plots obtained for substituted 2-halopyridines and solvent effects reveal a reaction mechanism dependent on the halide X of HetX: an unprecedented SNAr-type mechanism for X=Br or Cl and a classical concerted mechanism for X=I. These results are supported by DFT studies.
Language
English
Source (journal)
Chemistry: a European journal. - Weinheim
Publication
Weinheim : 2015
ISSN
0947-6539
Volume/pages
21:21(2015), p. 7858-7865
ISI
000354204300031
Full text (Publisher's DOI)
UAntwerpen
Faculty/Department
Research group
Project info
Transition metal-catalyzed amide cleavage.
Durable chemical processes for the synthesis of fine chemicals.
Partial placement of the NMR infrastructure for the structural elucidation of synthetic and natural substances.
Ion mobility high resolution mass spectrometer: a strong tool for fragile structures.
Publication type
Subject
Affiliation
Publications with a UAntwerp address
External links
Web of Science
Record
Identification
Creation 31.03.2015
Last edited 10.12.2017
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