Pillar5arenes as Supramolecular Hosts in ...
Document type :
Article dans une revue scientifique: Article original
DOI :
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Title :
Pillar5arenes as Supramolecular Hosts in Aqueous Biphasic Rhodium-Catalyzed Hydroformylation of Long Alkyl-chain Alkenes
Author(s) :
Benatmane, Missipssa [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Cousin, Kevin [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Laggoune, Nérimel [Auteur]
Unité Matériaux et Transformations - UMR 8207 [UMET]
Menuel, Stephane [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
UCCS Équipe Catalyse Supramoléculaire
Monflier, Eric [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
UCCS Équipe Catalyse Supramoléculaire
Woisel, Patrice [Auteur]
Unité Matériaux et Transformations - UMR 8207 [UMET]
Hapiot, Frederic [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
UCCS Équipe Catalyse Supramoléculaire
Potier, Jonathan [Auteur]
Unité Matériaux et Transformations - UMR 8207 [UMET]
Unité Matériaux et Transformations (UMET) - UMR 8207
Unité Matériaux et Transformations (UMET) - UMR 8207
Cousin, Kevin [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Laggoune, Nérimel [Auteur]
Unité Matériaux et Transformations - UMR 8207 [UMET]
Menuel, Stephane [Auteur]

Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
UCCS Équipe Catalyse Supramoléculaire
Monflier, Eric [Auteur]

Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
UCCS Équipe Catalyse Supramoléculaire
Woisel, Patrice [Auteur]

Unité Matériaux et Transformations - UMR 8207 [UMET]
Hapiot, Frederic [Auteur]

Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
UCCS Équipe Catalyse Supramoléculaire
Potier, Jonathan [Auteur]

Unité Matériaux et Transformations - UMR 8207 [UMET]
Unité Matériaux et Transformations (UMET) - UMR 8207
Journal title :
ChemCatChem
Volume number :
10
Pages :
5306-5313
Publication date :
2018
HAL domain(s) :
Chimie/Catalyse
English abstract : [en]
Aqueous biphasic catalysis continues to attract strong interest, especially when very hydrophobic substrates are concerned. Indeed, their insolubility in water strongly limit their transformation by water-soluble organometallic ...
Show more >Aqueous biphasic catalysis continues to attract strong interest, especially when very hydrophobic substrates are concerned. Indeed, their insolubility in water strongly limit their transformation by water-soluble organometallic catalysts. To improve contacts between the substrate-containing organic phase and the catalyst-containing phase, one of the best solutions consists in using interfacial additives capable of supramolecularly recognize the substrate and/or the catalyst. In the present study, modified pillar5arenes are considered as interfacial additives and their performance is assessed in Rh-catalyzed hydroformylation of long alkyl-chain alkenes (higher olefins). Pillar5arenes substituted by carboxylate functions and methyl groups P5 A-(Me)10-x-(CH2COOMe)x are compared to pillar5arenes substituted by polyethylene glycol (PEG) chains (P5 A-(Me)5-(PEG)5 and P5 A-(PEG)10). Utilization of P5 A-(Me)10-x-(CH2COOMe)x leads to high conversion and regioselectivity (linear/branched aldehyde ratio) in Rh-catalyzed hydroformylation of 1-decene and 1-hexadecene. Compared with other interfacial additives such as modified cyclodextrins, the studied pillar5arenes show lower chemo-selectivity, similar catalytic activity and higher regioselectivity.Show less >
Show more >Aqueous biphasic catalysis continues to attract strong interest, especially when very hydrophobic substrates are concerned. Indeed, their insolubility in water strongly limit their transformation by water-soluble organometallic catalysts. To improve contacts between the substrate-containing organic phase and the catalyst-containing phase, one of the best solutions consists in using interfacial additives capable of supramolecularly recognize the substrate and/or the catalyst. In the present study, modified pillar5arenes are considered as interfacial additives and their performance is assessed in Rh-catalyzed hydroformylation of long alkyl-chain alkenes (higher olefins). Pillar5arenes substituted by carboxylate functions and methyl groups P5 A-(Me)10-x-(CH2COOMe)x are compared to pillar5arenes substituted by polyethylene glycol (PEG) chains (P5 A-(Me)5-(PEG)5 and P5 A-(PEG)10). Utilization of P5 A-(Me)10-x-(CH2COOMe)x leads to high conversion and regioselectivity (linear/branched aldehyde ratio) in Rh-catalyzed hydroformylation of 1-decene and 1-hexadecene. Compared with other interfacial additives such as modified cyclodextrins, the studied pillar5arenes show lower chemo-selectivity, similar catalytic activity and higher regioselectivity.Show less >
Language :
Anglais
Peer reviewed article :
Oui
Audience :
Internationale
Popular science :
Non
Administrative institution(s) :
ENSCL
Université de Lille
CNRS
INRA
Centrale Lille
Univ. Artois
Université de Lille
CNRS
INRA
Centrale Lille
Univ. Artois
Collections :
Research team(s) :
Catalyse et chimie supramoléculaire (CASU)
Ingénierie des Systèmes Polymères
Ingénierie des Systèmes Polymères
Submission date :
2019-09-25T15:07:01Z
2021-05-25T07:15:06Z
2021-10-19T11:10:47Z
2021-05-25T07:15:06Z
2021-10-19T11:10:47Z