MacDonald-type reactions using bis-acrylaldehydes: synthesis of an expanded sapphyrin and vinylogous hexaphyrins.
Acid-catalyzed condensations between a dipyrrylmethane and a pyrrole bisacrylaldehyde gave an unusual stretched sapphyrin structure together with a hexaphyrin byproduct. A diazulihexaphyrin was prepared similarly. The highly diatropic sapphyrin analogue was isolated as a dication and was characterized by X-ray crystallography.
Zhang
Zhenjun
Z
Department of Chemistry, Illinois State University, Normal, Illinois 61790-4160, USA.
Ferrence
Gregory M
GM
Lash
Timothy D
TD
D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D004578:Electron Spin Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D011166:Porphyrins / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000737:chemistry*
D000447:Aldehydes; D011166:Porphyrins; D011758:Pyrroles; C440448:sapphyrin