期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 21, 期 21, 页码 7858-7865出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201406210
关键词
arenes; homogeneous catalysis; kinetics; oxidative addition; reaction mechanisms
资金
- University of Antwerp (BOF)
- Hercules foundation
- Research Foundation - Flanders (FWO)
- CNRS (Centre National de la Recherche Scientifique)
- ENS (Ecole Normale Superieure)
The kinetics of the oxidative additions of haloheteroarenes HetX (X=I, Br, Cl) to [Pd-0(PPh3)(2)] (generated from [Pd-0(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.
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