Synthesis and Spectral Properties of Strapped Tetraaza[14]Annulene Nickel(II) Complexes Bearing Three Kinds of Methylene Chains

Abstract The treatment of tetraaza[14]annulene nickel(II) complex with three kinds of dibenzoic chlorides in refluxing toluene containing triethylamine gave the corresponding strapped nickel(II) complexes in 13–57 % yields. The length of the methylene chain in the bridging group hardly influences the yield of the complexes. An elemental analysis of the strapped nickel(II) complexes is in fair agreement with the expected compositions. The mass spectra showed the remarkable molecular ion peaks, respectively. The infrared spectra indicated the strong C=O stretching band about 1660 cm−1 and the two C-O-C stretching bands about 1260 cm−1 and 1050 cm−1. The olefinic proton, signal at 7-and 16-positions in the strapped nickel(II) complexes disappears on the bridging reaction in the 1H NMR spectra. The new proton signals for the methylene group and the aromatic group appear. The result of 13C NMR spectra fits in with that of 1H NMR spectra. The structure of the strapped nickel(II) complexes is confirmed by elemen...

[1]  R. Silverstein,et al.  Spectrometric identification of organic compounds , 2013 .

[2]  K. Sakata,et al.  Preparation and Characterization of a Tetraaza[14]Annulene Copper(II) Complex Having a Strapped Pyridine Group , 1993 .

[3]  K. Sakata,et al.  Synthesis and characterization of 7,16-dinicotinoyl- and 7,16-diisonicotinoyltetraaza[14]annulene and their nickel(II) and copper(II) complexes , 1992 .

[4]  K. Sakata,et al.  Synthesis and Spectroscopic Properties of a Strapped Nickel(II) Complex with Tetraaza[14]annulene Containing an Interactive Pyridine Group , 1991 .

[5]  D. H. Busch,et al.  Synthesis and characterization of new cobalt dioxygen carriers based on a familiar macrocyclic ligand , 1990 .

[6]  K. Sakata,et al.  Synthesis and Characterization of a Strapped Tetraaza[14]Annulene Nickel(II) Complex , 1990 .

[7]  K. Sakata,et al.  Preparation and characterization of 16‐benzoylated tetraaza[14]annulenes , 1989 .

[8]  J. Dabrowiak,et al.  Synthesis and reactivity of a series of [14]azaannulenes , 1980 .

[9]  B. N. Figgis,et al.  Introduction to Ligand Fields , 1966 .

[10]  J. Eilmes New ?,?'-disubstituted derivatives of macrocyclic Jger-type Ni(II) complexes , 1987 .

[11]  Ronald Bartzatt,et al.  Synth. React. Inorg. Met-Org. Chem , 1985 .

[12]  J. Eilmes Benzoylation of macrocyclic jäger type Ni(II) complexes and an efficient demetalation of γ,γ′-dibenzoylated products , 1985 .

[13]  Stuart A. Rice,et al.  Inorganic Electronic Spectroscopy , 1968 .