Abstract

The diazo coupling reaction of a tetraazal [14]annulene nickel(II) complex ( 1) with series of para-substituted phenyldiazonium tetrafluoroborates led to the corresponding 7,16-bis(azophenyl) products. The nickel (II) complexes formed are approximate square-planar coodinations and diamagnetic. The olefinic proton signals at the 7,16-positions of the nickel(II) complexes are destroyed by the diazo coupling reaction in the NMR spectra. The carbon signals at the 7,16-positions exhibit downfield shifts of about 30 ppm with the diazo coupling reaction.

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