Title :

Cyclodextrins as effective additives in AuNP-catalyzed reduction of nitrobenzene derivatives in a ball-mill

Author(s) :

Menuel, Stephane [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Leger, Bastien [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Addad, Ahmed [Auteur]
Monflier, Eric [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Hapiot, Frederic [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]

Journal title :

Green Chem.

Volume number :

18

Pages :

5500-5509

Publication date :

2016-07-13

HAL domain(s) :

Chimie/Catalyse

English abstract : [en]

At the boundary between mechanochemistry, supramolecular chemistry and catalysis, the present study explores the role of cyclodextrins (CDs) and other saccharide additives in the mechanosynthesis of gold nanoparticles ...
Show more >At the boundary between mechanochemistry, supramolecular chemistry and catalysis, the present study explores the role of cyclodextrins (CDs) and other saccharide additives in the mechanosynthesis of gold nanoparticles (AuNPs) and their use as catalysts in the reduction of substituted nitrobenzene derivatives into their corresponding aniline products. CDs not only allow for the stabilization of the AuNPs but also help diffuse a substrate within a solid mixture via supramolecular means, and orient the chemical reaction to the selective formation of aniline derivatives. Parameters influencing both the formation of AuNPs and the synthesis of aniline derivatives have been investigated. We show that the catalytic performance strongly depends upon the nature of the saccharide additive, the nature and location of the substituent on the benzene, and the ball-milling conditions. Water also plays a key role in both the reduction mechanism of the nitro groups and the supramolecular interactions with the substrate. Very interestingly, the amount of reductive agent (NaBH4) was drastically reduced compared to reductions performed in solution. Additionally, the catalytic system could be recycled over three consecutive runs without significant loss in activity, thus highlighting the efficacy of the combination of mechanochemistry, supramolecular chemistry, and catalysis.Show less >

Language :

Anglais

Audience :

Internationale

Popular science :

Non

Administrative institution(s) :

ENSCL
Université de Lille
CNRS
INRA
Centrale Lille
Univ. Artois

Collections :

• Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
• Unité Matériaux et Transformations (UMET) - UMR 8207

Research team(s) :

Catalyse et chimie supramoléculaire (CASU)

Submission date :

2019-09-25T14:04:58Z