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Porphycene-mediated photooxidation of benzylamines by visible light.
Autorzy
Rok wydania
2010
Czasopismo
Photochemical and Photobiological Sciences
Numer woluminu
9
Strony
1359-1366
DOI
10.1039/C0PP00192A
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
A variety of primary and secondary benzylic amines were oxidized efficiently to N-benzylidenebenzylamines and imines, respectively, using 2,7,12,17-tetrapropylporphycene (H2TPrPc) photocatalyst and blue light emitting diodes (LEDs). The photooxidation of 4-methoxybenzylamine in the presence of H2TPrPc and its tin(IV) complex Sn(TPrPc)Cl2 was studied in detail in order to show that operating mechanisms can be different depending on the photosensitizer type. Two experiments involving solvent deuterium isotope effect and competitive quenching with DABCO provide evidence for the singlet oxygen mechanism as the major pathway in the H2TPrPc-catalyzed reaction and the predominance of the direct electron transfer from the photoexcited dye to the amine when the Sn(TPrPc)Cl2 complex was used as a photocatalyst.
Adres publiczny
https://doi.org/ 10.1039/C0PP00192A
Strona internetowa wydawcy
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