A Convenient Procedure for Moderate-scale Rothemund Synthesis of Lipophilic Porphyrins: an Alternative to the Adler–Longo and Lindsey Methodologies

Autor: Pall Thordarson, Maxwell J. Crossley, J. Patrick Bannerman, Philip Maynard
Rok vydání: 1998
Předmět:
Zdroj: Journal of Porphyrins and Phthalocyanines. :511-516
ISSN: 1099-1409
1088-4246
DOI: 10.1002/(sici)1099-1409(199811/12)2:6<511::aid-jpp102>3.0.co;2-e
Popis: Rothemund synthesis of porphyrins is conveniently achieved using p-toluenesulfonic acid-catalysed reaction between pyrrole and aldehyde with azeotropic removal of the water formed in the reaction. These conditions are suitable for moderate-scale reactions and involve an easy work-up. In this way, 5,10,15,20-tetraheptylporphyrin (2), 5,10,15,20-tetrakis(3,5-di-tert-butylphenyl)porphyrin (3), 5,10,15,20-tetra-tert-butylporphyrin (4) and 5,10,15,20-[pyromellitoyl(tetrakis-o-oxyethoxyphenyl)]por-phyrin (5) were prepared in moderate to good yields.
Databáze: OpenAIRE