Porphyrazines with Annulated Diazepine Rings, 1 Synthesis and Characterization of Tetrakis-2,3-(5,7-diphenyl-6H-1,4-diazepino)porphyrazine and Its MgII, CuII, and ZnII Complexes – X-ray Crystal Structure of 2,3-Dicyano-5,7-diphenyl-6H-1,4-diazepine

A new class of porphyrazine macrocycles carrying peripheral diazepine rings, i.e. tetrakis-2,3-(5,7-diphenyl-6H-1,4-diazepino)porphyrazine [Ph2DzPzH2](H2O)4, and its metal derivatives of formula [Ph2DzPzM](H2O)x=2–7 [M = MgII(H2O), CuII, ZnII] have been prepared and characterized. Single crystal X-ray work on the monomeric precursor 5,7-diphenyl-2,3-dicyano-6H-1,4-diazepine, Ph2(CN)2Dz, and NMR spectra (CDCl3, (CD3)2SO) and UV/Vis spectra in solution of different media (basic, neutral, acid) of the monomer and its macrocyclic derivatives have provided information on the conformational flexibility of the diazepine ring as well as on the structural and electronic features of the entire porphyrazine skeleton.