In the presence of a
bis-amidate-bis-amido Ti pre-catalyst, an NHC supported Cu acetylide was reacted
with <i>p</i>-toluidine to generate a new Cu containing species almost
quantitatively. The product was analyzed by NMR spectroscopy and X-ray single
crystal diffraction to be a Cu enamide. Preliminary mechanistic studies suggest
the reaction follows well accepted [2+2] cycloaddition mechanism for early
transition metal catalyzed hydroamination. Furthermore, the reaction is likely
to be a direct functionalization of the alkyne moiety of the Cu acetylide.
The azidoborates [(C6F5)4nB(N3)n] (n = 13) (13) were synthesized by reacting the corresponding borane with [R]N3 (R = Me4N, Ph4P). To study the influence of the electron withdrawing C6F5-substituent on the boron atom, [Me4N][(C6H5)3BN3] (4) was also prepared. All compounds were fully characterized by IR, Raman, and multinuclear NMR spectroscopy in addition to characterization by single crystal diffraction analyses.Key words: azidoborate, pentafluorophenyl, multinuclear NMR spectroscopy, X-ray crystallography.
In the presence of a
bis-amidate-bis-amido Ti pre-catalyst, an NHC supported Cu acetylide was reacted
with <i>p</i>-toluidine to generate a new Cu containing species almost
quantitatively. The product was analyzed by NMR spectroscopy and X-ray single
crystal diffraction to be a Cu enamide. Preliminary mechanistic studies suggest
the reaction follows well accepted [2+2] cycloaddition mechanism for early
transition metal catalyzed hydroamination. Furthermore, the reaction is likely
to be a direct functionalization of the alkyne moiety of the Cu acetylide.
A novel high-energy salt with good oxygen balance, dihydrazine tetranitroethide (5), has been synthesized and characterized by FT-IR spectroscopy, NMR spectroscopy, elemental analysis, and X-ray single crystal diffraction.
On treatment of the [(1,2-C2B9H11)2Co]- ion with naphthalene in presence of AlCl3 a remarkably bridged [8,8'-μ-(CH2-C9H6)-(1,2-C2B9H10)2-3-Co]- ion is obtained as a single isolated compound. The triatomic -CH2-C9H6- bridge is derived from the rearranged naphthalene nucleus. The mechanism of this reaction is obscure but it does resemble the "Electrophile-Induced Nucleophilic Substitution" reported earlier. The structure of the compound was established by multinuclear NMR spectroscopy and by single crystal X-ray diffraction.
Herein, we report a facile synthetic methodology for the preparation of 2,3-dialkylquinolines from anilines and propionaldehydes. This cyclization involved environmentally friendly Nafion® NR50 as an acidic catalyst with microwave irradiation as the heating source. A series of substituted 2-ethyl-3-methylquinolines were prepared from various anilines and propionaldehyde derivatives through this protocol with good to excellent yields. Some new chemical structures were confirmed by X-ray single-crystal diffraction analysis and the related data were provided. The plausible reaction mechanism studies are also discussed.
Ti Catalyzed Hydroamination: A Direct Functionalization of Cu Acetylide