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Open AccessFeature PaperArticle

Reduction of Nitroarenes into Aryl Amines and N-Aryl hydroxylamines via Activation of NaBH4 and Ammonia-Borane Complexes by Ag/TiO2 Catalyst

1
Department of Chemistry, Aristotle University of Thessaloniki, University Campus, Thessaloniki 54124, Greece
2
Department of Materials Science and Technology, University of Crete, Vassilika Vouton, Heraklion 71003, Greece
*
Author to whom correspondence should be addressed.
Academic Editors: Hermenegildo García and Sergio Navalón
Nanomaterials 2016, 6(3), 54; https://doi.org/10.3390/nano6030054
Received: 10 February 2016 / Revised: 9 March 2016 / Accepted: 10 March 2016 / Published: 22 March 2016
(This article belongs to the Special Issue Nanoparticles for Catalysis)
In this study, we report the fabrication of mesoporous assemblies of silver and TiO2 nanoparticles (Ag/MTA) and demonstrate their catalytic efficiency for the selective reduction of nitroarenes. The Ag/TiO2 assemblies, which show large surface areas (119–128 m2·g−1) and narrow-sized mesopores (ca. 7.1–7.4 nm), perform as highly active catalysts for the reduction of nitroarenes, giving the corresponding aryl amines and N-aryl hydroxylamines with NaBH4 and ammonia-borane (NH3BH3), respectively, in moderate to high yields, even in large scale reactions (up to 5 mmol). Kinetic studies indicate that nitroarenes substituted with electron-withdrawing groups reduced faster than those with electron-donating groups. The measured positive ρ values from the formal Hammett-type kinetic analysis of X-substituted nitroarenes are consistent with the proposed mechanism that include the formation of possible [Ag]-H hybrid species, which are responsible for the reduction process. Because of the high observed chemo selectivities and the clean reaction processes, the present catalytic systems, i.e., Ag/MTA-NaBH4 and Ag/MTA-NH3BH3, show promise for the efficient synthesis of aryl amines and N-aryl hydroxylamines at industrial levels. View Full-Text
Keywords: silver nanoparticles; nitroarenes; aryl amines; N-aryl hydroxylamines; titania; heterogeneous catalysis; selective reduction silver nanoparticles; nitroarenes; aryl amines; N-aryl hydroxylamines; titania; heterogeneous catalysis; selective reduction
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MDPI and ACS Style

Andreou, D.; Iordanidou, D.; Tamiolakis, I.; Armatas, G.S.; Lykakis, I.N. Reduction of Nitroarenes into Aryl Amines and N-Aryl hydroxylamines via Activation of NaBH4 and Ammonia-Borane Complexes by Ag/TiO2 Catalyst. Nanomaterials 2016, 6, 54. https://doi.org/10.3390/nano6030054

AMA Style

Andreou D, Iordanidou D, Tamiolakis I, Armatas GS, Lykakis IN. Reduction of Nitroarenes into Aryl Amines and N-Aryl hydroxylamines via Activation of NaBH4 and Ammonia-Borane Complexes by Ag/TiO2 Catalyst. Nanomaterials. 2016; 6(3):54. https://doi.org/10.3390/nano6030054

Chicago/Turabian Style

Andreou, Dimitrios; Iordanidou, Domna; Tamiolakis, Ioannis; Armatas, Gerasimos S.; Lykakis, Ioannis N. 2016. "Reduction of Nitroarenes into Aryl Amines and N-Aryl hydroxylamines via Activation of NaBH4 and Ammonia-Borane Complexes by Ag/TiO2 Catalyst" Nanomaterials 6, no. 3: 54. https://doi.org/10.3390/nano6030054

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