期刊
ORGANOMETALLICS
卷 28, 期 6, 页码 1909-1916出版社
AMER CHEMICAL SOC
DOI: 10.1021/om801149r
关键词
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资金
- National Natural Science Foundation of China [20872057]
- Natural Science Foundation of Henan Province, China [082300420040]
A new ferrocene-based ligand, 4,6-dimethyl-2-pyrimidinylferrocene (1), was conveniently prepared via the coupling reaction of chloromercuriferrocene and 4,6-dimethyl-2-iodopyrimidine, and its monophosphine-palladacycle complexes 3-6 were also readily obtained from the cyclopalladation reactions and bridge-splitting reactions. These compound have been fully characterized by H-1 NMR, C-13{H-1} NMR, IR, ESI-MS, and elemental analysis. Additionally, their detailed structures have been determined by X-ray single-crystal diffraction, and many types of intramolecular and intermolecular hydrogen bonds are found to exist in the crystals of these palladacycles. The catalytic activity of these air- and moisture-stable palladacycles was evaluated in the Buchwald-Hartwig amination involving a range of sterically hindered aryl chlorides. 5 and 6 were found to be very efficient for this reaction. Typically, using 1 mol % of catalyst in the presence of 2 equiv of (KOBu)-O-t as base in PEG-400 [poly(ethylene glycol-400)] at 120 degrees C provided coupling products in excellent yields. Moreover, the 6/PEG-400 system could be recycled and reused three times without any loss of catalytic activity.
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