Catalytically active nanoparticles stabilized by host–guest inclusion complexes in water

Hubert, Claudie; Denicourt‐Nowicki, Audrey; Roucoux, Alain; Landy, David; Léger, B.; Crowyn, Gregory; Monflier, Éric

doi:10.1039/b818786j

Cited by 64 publications

(39 citation statements)

References 23 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Hence, the use of such solvents is better to avoid or minimise. [17][18][19] Besides, graphene with a high specic surface area has great potential in the development of new kinds of composite materials, especially as a substrate to host metal nanoparticles. 14 In fact, there is a shortage of general efficient methods for cross-couplings of cheaper aryl bromides and aryl chlorides conducted in neat water under aerobic conditions and in the absence of ligands, which usually lead to lower yields and selectivities of the required product.…”

Section: Introductionmentioning

confidence: 99%

Palladium nanoparticles on β-cyclodextrin functionalised graphene nanosheets: a supramolecular based heterogeneous catalyst for C–C coupling reactions under green reaction conditions

et al. 2015

View full text Add to dashboard Cite

The use of functional properties of native cyclodextrins in palladium nanoparticle-b-cyclodextringraphene nanosheet (Pd@CD-GNS) catalyzed carbon-carbon (C-C) coupling reactions have been investigated under green reaction conditions. The supramolecular catalyst was prepared by deposition of Pd nanoparticles (Pd NPs) on CD-GNS using ethanol as the greener solvent and in situ reducing agent. The catalyst was characterised by FTIR, XRD, RAMAN, UV-Vis spectroscopy, TEM, SAED, XPS and ICP-AES. The catalytic activity of these catalysts is investigated in C-C coupling reactions such as Suzuki-Miyaura and Heck-Mizoroki reactions of aryl bromides and aryl chlorides containing functional groups under green reaction conditions i.e. in water, under phosphine free and aerobic conditions. This catalyst afforded excellent selectivities for the products in good to excellent yields under low Pd loadings (0.2-0.05 mol%), while ensuring the recovery and reusability of the catalysts. The reused catalyst was characterized by FTIR, TEM, XPS and ICP-AES. The CD supramolecular mediators loaded on GNS act as stabilising agents for the Pd NPs. The excellent catalytic activity of this system was attributed to the presence of CDs, excellent dispersibility in water, hydrophobic nature of the GNS support for the accumulation of organic substrates in water, "Breslow effect", the presence of PTC to overcome the mass transfer limitation onto the surface of GNS and formation of ternary CD/substrate/additive complexes on the Pd-GNS surface.

show abstract

Section: Introductionmentioning

confidence: 99%

Palladium nanoparticles on β-cyclodextrin functionalised graphene nanosheets: a supramolecular based heterogeneous catalyst for C–C coupling reactions under green reaction conditions

et al. 2015

View full text Add to dashboard Cite

show abstract

“…Surprisingly, a few papers concerning the combination of CD with ammonium salts and their potential uses in catalysis are referenced. Monflier and Roucoux studied the influence of the ammonium salt/CD mixture on the catalytic activity of Ru(0) NPs [33]. The catalytic hydrogenation of benzene derivatives was carried out with Ru(0) NPs protected by a mixture of HEA16Cl and RaMe-b-CD via a 1:1 inclusion complex (association constant K a of 97,000 M…”

Section: Modified Cdsmentioning

confidence: 99%

Cyclodextrins as Multitask Agents in Nanocatalysis

Noël¹,

Léger²,

Ponchel³

et al. 2015

Handbook of Nanoparticles

Self Cite

View full text Add to dashboard Cite

The efficiency of colloidal metallic particles in catalysis is closely related to their stability in the course of reaction. The choice of the capping agent is therefore critical as it controls both the size and shape of the particles, but also the dispersion of the metal core, while providing long-term stability. Among the wide variety of protective agents, cyclodextrins (cyclic oligosaccharides formed of glucopyranose units) have proven to be effective for synthesizing metallic nanoparticles by bottom-up chemical processes. The first examples in the literature emphasize the use of native cyclodextrins as metal nanoparticles (NPs) stabilizers but major improvements concerning the stability and catalytic activity of NPs either in the form of colloidal suspensions or immobilized onto supports were done by using chemically modified cyclodextrins. Indeed, appropriate functionalizations can lead to beneficial effects in the cyclodextrin affinity toward metal species and mass transfer of the substrate during the catalytic processes. It clearly appears that cyclodextrins can act as multitask agents from the formation (growth and nucleation process) of metal nanoparticles to the catalytic activity enhancement via specific interactions with the substrate. They can also be used to form supramolecular adducts with inorganic metal salts leading to heterogeneous catalysts with a homogeneous particles dispersion onto the support.

show abstract

“…Motivated by this, Roucoux and coworkers have undertaken much work on the aqueous synthesis of Ru-NPs from reduction of RuCl 3 with NaBH 4 in the presence of cyclodextrins, which stabilise the resulting NPs by formation of inclusion complexes. The cyclodextrins, which are water-soluble, may also modify the surface of the Ru-NPs for specific reactivity [48][49][50]. Water-soluble Ru-NPs have also been achieved using similar experimental conditions but with less complicated ligands such as ethylenediamine [51,52], sodium acetate [53], or even polymers such as poly(4-vinylpyridine) [54].…”

Section: Synthesis and Characterisation Of Ru-nps In Ionic Liquidsmentioning

confidence: 99%

Ruthenium Nanoparticles in Ionic Liquids – A Saga

Campbell

Prechtl²,

Santini³

et al. 2013

COC

View full text Add to dashboard Cite

Ionic liquids (ILs) are excellent media for the generation and stabilisation of metallic nanoparticles (NPs). Their ionic character coupled with 3-D structural pre-organisation in the liquid state, serves to direct the growth of transition metal NPs generated in situ, and to subsequently protect and stabilise them. Until now, many different NPs have been successfully synthesised within these media, however much attention has been paid to Ru-NPs. These have been prepared with small sizes and narrow size distributions by reduction of organometallic compounds with molecular hydrogen as well as decomposition of transition-metal complexes in the zero-valent state. These stable Ru-NPs immobilised in the ILs have proven to be efficient green catalysts for several reactions in multiphase conditions, including important energy-related processes such as biomass refinement. Furthermore, they present potential novel materials for use in the production of smarter electronic devices. In this review, the synthesis, stabilisation and size-control of Ru-NPs via various methods in different ILs is discussed, followed by their varied application in catalysis and potential in new fields.

show abstract

Catalytically active nanoparticles stabilized by host–guest inclusion complexes in water

Abstract: Hydrogenation of arene derivatives can be successfully performed in water by using ruthenium(0) nanoparticles stabilized by 1 : 1 inclusion complexes formed between methylated cyclodextrins and an ammonium salt bearing a long alkyl chain.

Cited by 64 publications

References 23 publications

Palladium nanoparticles on β-cyclodextrin functionalised graphene nanosheets: a supramolecular based heterogeneous catalyst for C–C coupling reactions under green reaction conditions

Palladium nanoparticles on β-cyclodextrin functionalised graphene nanosheets: a supramolecular based heterogeneous catalyst for C–C coupling reactions under green reaction conditions

Cyclodextrins as Multitask Agents in Nanocatalysis

Ruthenium Nanoparticles in Ionic Liquids – A Saga

Contact Info

Product

Resources

About