Issue 1, 2013
From the journal:

Catalysis Science & Technology

One-pot photo-reductive N-alkylation of aniline and nitroarene derivatives with primary alcohols over Au–TiO2

David Stíbal,abc   Jacinto Sá*b  and  Jeroen A. van Bokhovenab  

* Corresponding authors

a Institute for Chemical and Bioengineering ETH Zurich, Wolfgang-Pauli Strasse, CH-8093 Zurich, Switzerland

b Paul Scherrer Institute (PSI), CH-5232 Villigen, Switzerland
E-mail: jacinto.sa@psi.ch
Tel: +41 56 310 29 10

c Institute of Chemical Technology, Technická 5, Prague, Czech Republic

Abstract

We report the photo-catalytic N-alkylation of aniline by Au–TiO2. We successfully alkylate aniline with several primary alcohols. The combined selectivities of mono- and di-alkylated products were always in excess of 70% and dependent on the alkylating alcohol used. A one-pot reaction from nitrobenzene was found to be possible with several substrates. Preliminary experiments showed that this approach could be adopted for the production of lactams using terminal amino-alcohols.

Graphical abstract: One-pot photo-reductive N-alkylation of aniline and nitroarene derivatives with primary alcohols over Au–TiO2

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Article information

DOI
https://doi.org/10.1039/C2CY20511D
Article type
Communication
Submitted
20 Jul 2012
Accepted
21 Sep 2012
First published
25 Sep 2012

Catal. Sci. Technol., 2013,3, 94-98

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One-pot photo-reductive N-alkylation of aniline and nitroarene derivatives with primary alcohols over Au–TiO2

D. Stíbal, J. Sá and J. A. V. Bokhoven, Catal. Sci. Technol., 2013, 3, 94 DOI: 10.1039/C2CY20511D

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