One-dimensional stacking array of 10,20-diphenyl-5,15-diazaporphyrin metal complexes

Abstract

We prepared a free-base 10,20-diphenyl-5,15-diazaporphyrin and its Ni(II), Cu(II), Pd(II), and Pt(II) complexes. These molecules uniformly form an infinite one-dimensional [Formula: see text]-stacking array in the solid state. The four-fold intermolecular hydrogen bonding interactions between the meso-nitrogen atom of the diazaporphyrin core and the ortho-hydrogen atom of the phenyl substituent dominate the crystal packing arrangement. The present study revealed that the meso-nitrogen atom of diazaporphyrins would be used as an inherent hydrogen bonding acceptor to construct supramolecular assemblies.

Recent advances in the synthesis of diazaporphyrins and their chalcogen derivatives

“…Scheme 12 shows the metal insertion reactions of 2,3,7,8,12,13,17,18-octaalkyl-DAP 7H 2 and 10,20-diaryl-DAP 3H 2 , which afforded the corresponding metal complexes 7M and 3M , respectively. The central metals include zinc( ii ), 18 indium( iii ), 22 manganese( ii ), 23 iron( iii ), 24–28 ruthenium( ii ), 29 cobalt( ii ), 30 nickel( ii ), 31 palladium( ii ), 18,31,32 platinum( ii ), 18,31 copper( ii ), 31 and cerium( iii ). 33,34 The peripheral complexation of DAPs with metal salts at the meso -nitrogen atoms is described in section 2.7.…”