Chemistry is traditionally divided into organic and inorganic chemistry. name: 2,4-Dimethylpyridine, The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent£¬Which mentioned a new discovery about 108-47-4
Reaction of a zirconocene-carboryne complex with pyridines: Ligand C-H activation
Reactions ofCp2Zr(mu-Cl)(mu-C2B10H 10)Li(OEt2)2 (1) with various N-heterocycles derived from pyridine were studied. Treatment of 1 with pyridine, 2-bromopyridine, 2, 4-lutidine, quinoline, and 2-(1-hexynyl)pyridine generated alpha-C-H activation (sigma-bond metathesis) products Cp2Zr(eta2-C, N-C5H4N)(sigma-C2B10H11) (2), Cp2Zr[eta2-C,N-(6-Br-C5H 3NN)](sigma- C2B10H11) (3), Cp2Zr[eta2-C,N-(4,6-Me2-C5H2N)] (sigma-C2B10H11) (4), Cp2Zr(eta2-C,N-C9H6N)(sigma-C2B10H11) (5), and Cp2Zr- {eta2-C,N-[6-(nBuCtC)-C5H3NN]}(sigma-C2B10H11) (7), respectively. On the other hand, reaction of 1 with acridine gave the addition product 1,2-[Cp2Zr(10,9-C13H9N)]-1,2-C2B10H 10 (6) in 85% isolated yield. Complex 1 reacted with 3-(1-hexynyl)pyridine to afford alpha-C-H activation species Cp2Zr{eta2-C,N-[5-(nBuCtC)C5H3NN]}(sigma-C2B10H11) (8a) andCp2Zr{eta2-C,N-[3-(nBuCtC)C5H3NN]}-(sigma- C2B10H11) (8b) in a molar ratio of 42:58, as determined by the 1H NMR spectrum. In the presence of CuI, however, the CtC insertion products zirconacyclopentenes 1,2-[Cp2ZrC(2-C5H4N)dCR]-1,2-C2B10H10 [R = Bun (9), Ph (10)] were obtained in 74-77% yields. It is suggested that the coordination of pyridine to the Zr atom is crucial for alpha-C-H activation (sigma-bond metathesis). The presence of CuI can alter the reaction path by preventing the coordination of pyridine to the Zr atom, which blocks the alpha-C-H activation path, leading to the alkyne insertion reaction. All complexes were characterized by 1H, 13C, and 11B NMR spectra as well as elemental analyses. Their structures were further confirmed by single-crystal X-ray analyses.
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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis