Berlicka, Anna and Koenig, Burkhard (2010) Porphycene-mediated photooxidation of benzylamines by visible light. PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 9 (10). pp. 1359-1366. ISSN 1474-905X,
Full text not available from this repository. (Request a copy)Abstract
A variety of primary and secondary benzylic amines were oxidized efficiently to N-benzylidenebenzylamines and imines, respectively, using 2,7,12,17-tetrapropylporphycene (H(2)TPrPc) photocatalyst and blue light emitting diodes (LEDs). The photooxidation of 4-methoxybenzylamine in the presence of H(2)TPrPc and its tin(IV) complex Sn(TPrPc)Cl(2) 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 H(2)TPrPc-catalyzed reaction and the predominance of the direct electron transfer from the photoexcited dye to the amine when the Sn(TPrPc)Cl(2) complex was used as a photocatalyst.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | CATALYZED AEROBIC OXIDATION; SINGLET OXYGEN; ELECTRON-TRANSFER; SECONDARY-AMINES; PHOTOSENSITIZING PROPERTIES; INFRARED-EMISSION; MOLECULAR-OXYGEN; REDOX PROPERTIES; SUPEROXIDE ION; COMPLEXES; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 24 Aug 2020 07:51 |
| Last Modified: | 24 Aug 2020 07:51 |
| URI: | https://pred.uni-regensburg.de/id/eprint/25587 |
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