Introduction

Cornils, B.; Herrmann, Wolfgang A.

doi:10.1002/3527602488.ch1

Cited by 43 publications

(51 citation statements)

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“…Water-soluble substrates were chosen in order to avoid mass transfer limitations generally observed in the presence of numerous organic substrates. We first studied the hydrogenation reaction of 2-methyl-3-buten-2-ol in pure water with [RhA C H T U N G T R E N N U N G (COD) 2 + BF 4 À ] as catalytic precursor. [26] This substrate does not form an inclusion complex with PM-b-CD-OTPP indicating that this latter behaves only as a ligand for the transi- tion metal (see Supporting Information).…”

Section: Resultsmentioning

confidence: 99%

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Synthesis, Rhodium Complexes and Catalytic Applications of a New Water‐Soluble Triphenylphosphane‐Modified β‐Cyclodextrin

et al. 2011

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A new triphenylphosphane based on a bcyclodextrin skeleton (PM-b-CD-OTPP) was synthesized. This ligand can be dispersed in water by using the nanoprecipitation method. Transmission electron microscopy and NMR spectroscopy showed that PMb-CD-OTPP is aggregated in water and forms a stable dispersion. Its aqueous solubility can be dramatically increased in the presence of selected watersoluble guests by formation of inclusion complexes. Associated to a rhodium precursor, PM-b-CD-OTPP is able to generate soluble rhodium species in water. In addition, NMR experiments showed that the cyclodextrin cavity remains accessible for a guest even when PM-b-CD-OTPP is coordinated to rhodium. Finally, this ligand was efficient for rhodium-catalyzed hydrogenation and hydroformylation performed in aqueous medium.

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Section: Resultsmentioning

confidence: 99%

“…[2] Indeed, the use of organic solvents is not required and the water-soluble organometallic catalyst can be easily separated from products by decantation of the aqueous and organic phases at the end of the reaction. In this process, the catalyst is generally immobilized in water by watersoluble phosphanes.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Rhodium Complexes and Catalytic Applications of a New Water‐Soluble Triphenylphosphane‐Modified β‐Cyclodextrin

et al. 2011

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“…Over nine million tons of product are formed by hydroformylation reactions each year, from which a large portion is produced in aqueous systems. [168] Although propene can be successfully hydroformylated in an aqueous medium, this process can not be extended to higher olefins as their solubility in water is too low. Surfactants can be applied here as phase mediators and this application is discussed below.…”

Section: Càc Coupling Reactionsmentioning

confidence: 99%

Reactions in Micellar Systems

2005

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The notion of "green chemistry" has encouraged even synthetic organic chemists to include water as a solvent. Incredible selectivities and activities can be achieved through the addition of amphiphiles with a defined structure. The morphology of supramolecular assemblies or associates formed by surfactants vary according to the temperature and concentration. As a rule, reactions are typically conducted using simple spherical aggregates, that is, micelles in the nanometer range. The strong polarity gradient present between the hydrophilic surface and the hydrophobic core of the micelle means that both nonpolar and polar reagents can be solubilized. This solubilization results in reactants becoming more concentrated within the micelle than in the surrounding water phase and leads to an acceleration of the reaction and causes selective effects. The kinetic treatment of reactions in micellar systems can be accomplished by considering them as microheterogeneous two-phase systems.

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“…The main interest of aqueous biphasic catalysis is the attractive possibility to recover and to recycle the transition metal by a simple decantation at the end of the reaction. [1] The transition metal is contained in the aqueous phase by water-soluble ligands. The most widely widespread ligands are phosphanes possessing hydrophilic groups.…”

Section: Introductionmentioning

confidence: 99%

Properties and Catalytic Activities of New Easily‐Made Amphiphilic Phosphanes for Aqueous Organometallic Catalysis

et al. 2010

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Mono-and disulfonated amphiphilic versions of triphenylphosphane (PPh 3 ) and cyclohexyl-A C H T U N G T R E N N U N G (phenyl)phosphane were easily synthesized from commercial reagents and sulfuric acid. The behaviour of these phosphanes in solution was investigated by surface tension, isothermal titration calorimetry, nuclear magnetic resonance and cryo-transmission electron microscopy. Two different supramolecular assemblies were evidenced according to the degree of sulfonation. The monosulfonated phosphanes formed well organized micelle-like aggregates while the disulfonated phosphanes formed heterogeneous and disorganized vesicle-like assemblies. The efficiency of these amphiphilic phosphanes was evaluated in the aqueous biphasic, palladium-catalyzed cleavage of allyl alkyl carbonates.

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Introduction

Cited by 43 publications

References 0 publications

Synthesis, Rhodium Complexes and Catalytic Applications of a New Water‐Soluble Triphenylphosphane‐Modified β‐Cyclodextrin

Synthesis, Rhodium Complexes and Catalytic Applications of a New Water‐Soluble Triphenylphosphane‐Modified β‐Cyclodextrin

Reactions in Micellar Systems

Properties and Catalytic Activities of New Easily‐Made Amphiphilic Phosphanes for Aqueous Organometallic Catalysis

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