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  4. Sustainable Hydrogenation of Nitroarenes to Anilines with Highly Active in-situ Generated Copper Nanoparticles
 
research article

Sustainable Hydrogenation of Nitroarenes to Anilines with Highly Active in-situ Generated Copper Nanoparticles

Kinik, F. Pelin  
•
Nguyen, Tu N.  
•
Mensi, Mounir  
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April 6, 2020
Chemcatchem

Metal nanoparticles (NPs) are usually stabilized by a capping agent, a surfactant, or a support material, to maintain their integrity. However, these strategies can impact their intrinsic catalytic activity. Here, we demonstrate that the in-situ formation of copper NPs (Cu(0)NPs) upon the reduction of the earth-abundant Jacquesdietrichite mineral with ammonia borane (NH3BH3, AB) can provide an alternative solution for stability issues. During the formation of Cu(0)NPs, hydrogen gas is released from AB, and utilized for the reduction of nitroarenes to their corresponding anilines, at room temperature and under ambient pressure. After the nitroarene-to-aniline conversion is completed, regeneration of the mineral occurs upon the exposure of Cu(0)NPs to air. Thus, the hydrogenation reaction can be performed multiple times without the loss of the Cu(0)NPs' activity. As a proof-of-concept, the hydrogenation of drug molecules "flutamide" and "nimesulide" was also performed and their corresponding amino-compounds were isolated in high selectivity and yield.

  • Details
  • Metrics
Type
research article
DOI
10.1002/cctc.202000150
Web of Science ID

WOS:000529102200001

Author(s)
Kinik, F. Pelin  
Nguyen, Tu N.  
Mensi, Mounir  
Ireland, Christopher P.  
Stylianou, Kyriakos C.  
Smit, Berend  
Date Issued

2020-04-06

Publisher

Wiley-VCH Verlag

Published in
Chemcatchem
Volume

12

Issue

10

Start page

2833

End page

2839

Subjects

Chemistry, Physical

•

Chemistry

•

ammonia borane

•

metal nanoparticles

•

hydrogenation

•

heterogeneous catalysis

•

materials science

•

ammonia borane

•

catalyst

•

cu

•

reduction

•

efficient

•

graphene

•

metal

•

nanocrystals

•

hydrolysis

•

polymer

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LSMO  
RelationURL/DOI

IsSourceOf

http://dx.doi.org/10.26434/chemrxiv.11913933.v1
Available on Infoscience
May 10, 2020
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/168676
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