A strategy for the stepwise ring annulation of all four pyrrolic rings of a porphyrin.
The repeated introduction of an a-dione unit and its reaction with an arene-1,2-diamine allows the stepwise annulation of all four pyrrolic rings of a porphyrin, as is demonstrated by the synthesis of a trisquinoxalinoporphyrin, a tetrakisquinoxalinoporphyrin and the more elaborated bisporphyrin.
Khoury
Tony
T
School of Chemistry, The University of Sydney, Building F11, NSW 2006, Australia.
Crossley
Maxwell J
MJ
D007202:Indicators and Reagents; D010084:Oxidation-Reduction; D011166:Porphyrins / Q000138:chemical synthesis*; D011758:Pyrroles / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D017550:Spectroscopy, Fourier Transform Infrared
D007202:Indicators and Reagents; D011166:Porphyrins; D011758:Pyrroles