期刊
JOURNAL OF ORGANOMETALLIC CHEMISTRY
卷 693, 期 25, 页码 3703-3710出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2008.09.006
关键词
Palladium catalysis; NHC complexes; Iminocarbene; Suzuki-Miyaura coupling; X-ray structure; Silver carbene
资金
- Norwegian Research Council
Two new Pd(II) N-heterocyclic iminocarbene complexes (C-N) PdCl(2) that contain 5-membered chelate rings have been prepared by carbene transfer from a silver iminocarbene precursor to (COD) PdCl(2). The new Pd imonocarbene complexes, as well as two that have been previously reported (altogether three 5-membered and one 6-membered chelate ring complexes) have been evaluated as catalysts for the Suzuki-Miyaura coupling reaction. The complexes were found to be active in the reaction, but without exceptional catalytic performances. The 5-membered chelate ring complexes appeared to be more robust and remained active for a longer time than the 6-membered ring congener. The catalytic performance of the 5-membered chelate ring complexes appeared to be rather insensitive to the steric demands of the imine-N-aryl group. The X-ray structure of one of the Ag iminocarbene complexes reveals the kappa(1)(C) bonding of the iminocarbene moiety in a nearly linear Ag(I) complex; two monomeric units are associated through a weak Ag-Ag interaction. The X-ray structures of two new Pd iminocarbene complexes (C-N) PdCl(2) confirm the chelating kappa(2)(C,N) nature of the iminocarbene moiety; in both complexes, the Pd Cl distances trans to carbene-C are slightly longer than those trans to imine-N. (C) 2008 Elsevier B. V. All rights reserved.
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