Syntheses, electrochemistry and photophysical properties of a series of meso-pyridylpentafluorophenylporphyrins
Contribuinte(s) |
UNIVERSIDADE DE SÃO PAULO |
---|---|
Data(s) |
19/10/2012
19/10/2012
2010
|
Resumo |
This work presents the synthesis and characterization of a series of substituted pyridylpentafluroporphyrins, including the separation of the cis- and trans-isomers, the latter being characterized by X-ray crystallography. The spectroscopic and electrochemical properties of the series are dependent on the number of electron withdrawing pentafluorophenyl substituent, but they do not depend on the symmetry of the molecule. Ongoing from the monosubstituted to the more substituted pentafluorophenyl porphyrin H(2)(MPyTFPP) derivative, the Soret bands are slightly red-shifted and their quantum fluorescence yields range from 0.035 to 0.046, consistent with the value of 0.045 for the fully substituted 5,10,15,20-tetrapentafluorophenylporphyrin (dichloromethane solutions). The redox potentials of the reductive processes of monoanion and dianion formation are also sensitive to the number of pentafluoro substituents, shifting 180 mV to more positive values for the P(0)/P(-1) process ongoing from the monopentafluoro to the tris-pentafluorophenyl substituted derivative. Brazilian agencies Fundacao de Amparo a Pesquisa do Estado de Sao Paulo FAPESP FAPESP Conselho Nacional de Desenvolvimento Cientifico e Tecnologico, CNPq |
Identificador |
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, v.14, n.11, p.975-984, 2010 1088-4246 http://producao.usp.br/handle/BDPI/20807 10.1142/S108842461000280X |
Idioma(s) |
eng |
Publicador |
WORLD SCI PUBL CO INC |
Relação |
Journal of Porphyrins and Phthalocyanines |
Direitos |
restrictedAccess Copyright WORLD SCI PUBL CO INC |
Palavras-Chave | #meso-pyridylpentafluorophenylporphyrins #spectroscopy #X-ray #isomerism #electrochemistry #PORPHYRIN-PYROMELLITIMIDE TRIADS #PI-PI INTERACTIONS #PHOTODYNAMIC THERAPY #ARTIFICIAL PHOTOSYNTHESIS #ELECTRON-TRANSFER #REACTION CENTERS #ENERGY-TRANSFER #SYSTEMS #DERIVATIVES #PYRIDYL #Chemistry, Multidisciplinary |
Tipo |
article original article publishedVersion |