Autor(es):
Brigas, Amadeu F ; Rosa da Costa, Ana M ; Serra, Arménio ; Pires, Catarina
Data: 2011
Identificador Persistente: https://hdl.handle.net/10316/110036
Origem: Estudo Geral - Universidade de Coimbra
Assunto(s): Catalytic transfer reduction; hydrogenation; meso-tetraphenylchlorin; meso-tetraphenylporphyrin; photosensitizers
Descrição
A number of new porphyrin-based photosensitizers have been developed for Photodynamic Therapy (PDT) in recent years. Chlorins, which are a reduced form of porphyrins, show better potential of application since they have a stronger absorption band on the red region of the visible spectrum and, hence, a deeper penetration into tissues. We found that by using heterogeneous catalytic transfer reduction (CTR), meso-tetraphenylporphyrin (TPP) could be hydrogenated, although in modest yields, to meso-tetraphenylchlorin (TPC) in a single reaction step. Best reaction conditions were attained using formic acid or sodium phosphinate/water as hydrogen donors, tetrahydrofuran (THF) or toluene as solvent and 10% palladium on charcoal as catalyst.