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Issue 4, 2015
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Photocatalytic secondary amine synthesis from azobenzenes and alcohols on TiO2 loaded with Pd nanoparticles

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Abstract

Photoirradiation (λ > 300 nm) of TiO2 loaded with Pd nanoparticles (ca. 2 wt%, 5 nm diameter) in water containing alcohols and azobenzene derivatives at room temperature successfully produces the corresponding secondary amines with high yields. This is facilitated via consecutive photocatalytic and catalytic reactions: (i) photocatalytic oxidation of alcohols (aldehyde formation) and reduction of azobenzenes (aniline formation); (ii) catalytic condensation of the formed aldehydes with anilines on the TiO2 surface (imine formation); and (iii) photocatalytic hydrogenation of the formed imines (secondary amine formation). This catalytic system successfully produces several kinds of secondary amines with >80% yields.

Graphical abstract: Photocatalytic secondary amine synthesis from azobenzenes and alcohols on TiO2 loaded with Pd nanoparticles

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Supplementary files

Article information


Submitted
20 Jan 2015
Accepted
29 Jan 2015
First published
30 Jan 2015

New J. Chem., 2015,39, 2856-2860
Article type
Paper

Photocatalytic secondary amine synthesis from azobenzenes and alcohols on TiO2 loaded with Pd nanoparticles

K. Selvam, H. Sakamoto, Y. Shiraishi and T. Hirai, New J. Chem., 2015, 39, 2856
DOI: 10.1039/C5NJ00158G

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