Synthesis of Non- or Antiaromatic Dicarbaamethyrin: [24]Diazulihexaphyrin(0.1.0.0.1.0)

A 3+3 condensation reaction of 1,3-di(2-pyrrolyl)azulene with aryl aldehyde followed by an oxidative aromatization afforded diazuliamethyrin, [24]diazulihexaphyrin(0.1.0.0.1.0). X-ray diffraction analysis revealed a relatively planar structure of diprotonated diazuliamethyrin with a mean plane deviation of 0.37 angstrom. A 24 pi non- or antiaromatic character was confirmed by H-1 NMR, absorption, MCD spectra, and TD-DFT calculations that included the NICS values and ACID plots.

Automated summary

A novel compound was synthesized through a series of reactions and its molecular structure and properties were confirmed by various analytical methods.