Hexagonal columnar porphyrin assembly by unique trimeric complexation of a porphyrin dimer with pi-pi stacking: remarkable thermal behavior in a solid.
On heating, syn-diporphyrin zinc complexes fused with bis(ethano)dimethoxyanthracene, the crystal structure of which showed a unique trimeric assembly, extruded one ethylene molecule at 240-310 degrees C to give a porphyrin-naphthoporphyrin diad, and the second retro-Diels-Alder reaction and concomitant decomposition of the methoxy groups occurred at 280-350 degrees C to give the anthraquinone-fused diporphyrin, while the first thermal conversion of the anti-diporphyrin zinc complex occurred in a much lower temperature range (180-230 degrees C).
D018360:Crystallography, X-Ray; D019281:Dimerization; D006358:Hot Temperature; D008665:Metalloporphyrins / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D015032:Zinc / Q000737:chemistry
D008665:Metalloporphyrins; D015032:Zinc