ISSN:
0947-6539
Keywords:
aromaticity
;
MacDonald condensation
;
porphyrinoids
;
pyrroledialdehydes
;
tripyrranes
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Acid-catalyzed condensation of tripyrranes with pyrrole-2,5-dicarboxaldehydes, followed by oxidation with an electron-deficient quinone, affords porphyrin products in excellent yields. This previously little used methodology has now been exploited in the synthesis of novel porphyrin structures, including tetrapyrrolic compounds with fused aromatic rings. By utilizing other aromatic or unsaturated dialdehydes, the “3+1” approach also allows the synthesis of new aromatic porphyrinoid systems, including benzene- and pyridine-containing macrocycles and carbaporphyrins.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/chem.19960021004
