期刊
ORGANOMETALLICS
卷 28, 期 23, 页码 6755-6761出版社
AMER CHEMICAL SOC
DOI: 10.1021/om9007746
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资金
- NSERC Canada
The first homoleptic nickel(II) complex with primary amino-functionalized N-heterocyclic carbene (C-NH(2)) ligands ([Ni(m-CH(2)NH(2))(2)](PF(6))(2), 2) was prepared under mild conditions by the reduction of a nitrile-functionalized imidazolium salt. This axially chiral, square-planar nickel(II) complex was characterized by NMR spectroscopy and an X-ray diffraction study. Enantiopure Delta-TRISPHAT was used as an NMR chiral shift reagent to observe the diastereotopic ion pairs by (1)H NMR in acetonitrile-d(3). A novel transmetalation reaction moved the primary amino-functionalized N-heterocyclic carbene ligand from the nickel(II) complex 2 to the [Ru(p-cymene)Cl](2) dimer, yielding the complex [Ru(p-cymene)(m-CH(2)NH(2))Cl]PF(6), (3), the first ruthenium(II) complex with such a chelating C-NH(2) ligand. Complex3 is a precatalyst for the transfer hydrogenation of acetophenone to 1-phenylethanol in basic 2-propanol at 75 degrees C with a turnover frequency of up to 880 h(-1) and conversion of 96%.
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