期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 15, 期 22, 页码 5535-5544出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200802569
关键词
carbene ligands; C-H activation; chelates; imidazolium compounds; transition metals
资金
- School of Physical and Mathematical Sciences, Nanyang Technological University
Palladium, iridium, and rhodium complexes of 2-methyleneimidazolines have been synthesized by selective phosphine-assisted activation of the 2-methyl C-H bonds in 2-methylimidazolium compounds. Metallacycles of various sizes were obtained in the reaction of phosphine-tethered 2-methylimidazolium compounds and [{M(cod)X}(2)] (M = Rh or Ir cod = 1,5-cyclooctadiene: X = alkoxyl or Cl). representative complexes were characterized by X-ray crystallography. The selectivity for aliphatic C(sp(3))H versus aromatic C(sp(2))H activation could be adjusted by means of the steric bulk of the OR ligand, whereby a bulky, OR group favors activation of the 2-methyl C(sp(3))-H bond. Experimental results confirmed that a methyl C-H activation product (a seven-membered iridacycle) is the kinetic product, while the aryl C-H activation product (a six-membered iridacycle) is the thermodynamic product.
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