A non-tetradecarboxylative synthesis of 2,7,12,17-tetraphenylporphycene

Autor: Angeles Juarranz, Roser Grau, Ofir Arad, José I. Borrell, Magdalena Cañete, Juan C. Stockert, Angeles Villanueva, Santiago Nonell, Jordi Teixidó, Ana Gavalda
Rok vydání: 2001
Předmět:
Zdroj: Journal of Porphyrins and Phthalocyanines. :846-852
ISSN: 1099-1409
1088-4246
DOI: 10.1002/jpp.552
Popis: A new synthetic method for 2,7,12,17-tetraphenylporphycene (2e, TPPo) which avoids tetradecarboxylation by sublimation of the intermediate tetracarboxylic acid 8 is reported. Thus, the use of a pyrrol 13a bearing two orthogonal ester groups allows the synthesis of bipyrrol 12a, from which the benzyl ester groups are selectively removed to afford diester 11. The latter is transformed to dialdehyde 10 by using the McFayden–Stevens reaction, thus avoiding the unstable bipyrrol 9 formed during the tetradecarboxylation of 8.
Databáze: OpenAIRE