期刊
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
卷 -, 期 4, 页码 503-509出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejic.201000784
关键词
Singlet oxygen; Photosensitizers; Ene reaction; Phthalocyanines; Platinum; Palladium; Ruthenium
资金
- Ministero dell'Universita e della Ricerca (MIUR)
- Consorzio di Ricerca per l'Innovazione Tecnologica, la Qualita e la Sicurezza degli Alimenti S.C.R.L. [28497/2006]
The capability of platinum, palladium and ruthenium sulfophthalocyanines (PtPcS, PdPcS and RuPcS) to act as singlet oxygen [O-1(2)((1)Delta(g))] photosensitizers in ene reactions in aqueous medium has been investigated by combining time-resolved and steady-state techniques. Laser flash photolysis experiments with nanosecond time resolution revealed the population of the lowest excited triplet state in the case of PtPcS and PdPcS upon light excitation. In both cases, this transient is effectively quenched by molecular oxygen leading to the formation of O-1(2)((1)Delta(g)) with a quantum yield Phi(Delta) = 0.24, as unequivocally demonstrated by time-resolved near-infrared luminescence. In contrast, RuPcS did not photosensitize O-1(2)((1)Delta(g)), in accordance with the lack of population of the precursor excited triplet state. These metal-sulfophthalocyanines (MPcSs) were further tested in the ene reaction. In line with the photophysical results, PtPcS and PdPcS photosensitized the formation of hydroperoxide by O-1(2)((1)Delta(g)) addition to the target alpha,beta-unsaturated carboxylic derivatives whereas RuPcS was totally inactive in this respect. Supporting the MPcSs on Amberlite (R) apparently made the ene reaction more rapid.
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