Neoteric solvents for asymmetric hydrogenation: supercritical fluids, ionic liquids, and expanded ionic liquidsThis work was presented at the Green Solvents for Catalysis Meeting held in Bruchsal, Germany, 13–16th October 2002.

Jessop, Philip G.; Stanley, Roy R.; Brown, Richard A.; Eckert, Charles A.; Liotta, Charles L.; Ngo, Truc T.; Pollet, Paméla

doi:10.1039/b211894g

Cited by 130 publications

(53 citation statements)

References 38 publications

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“…The selectivity of up to more than 80 % was about twice as high as in ethanol under comparable conditions [81][82][83]. Even enantioselective hydrogenations [84] of dimethylitaconate to dimethyl-2-methylsuccinate were conducted successfully using immobi- lized metal-organic compounds based on Rh in continuous facilities [85].…”

Section: Hydrogenations (For Surveys See [46 47])mentioning

confidence: 94%

Heterogeneous Catalysis in Supercritical Media: 1. Carbon Dioxide

Kruse

Vogel

2007

Chem Eng & Technol

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Dedicated to Prof. Dr.-Ing. Jens Weitkamp on the occasion of his 65th birthdayOver the past few years, supercritical fluids have received considerable interest as reaction media. Supercritical fluids combine properties of gases and liquids. Densities are lower than in the liquid phase, but significantly higher than in the gas phase. This makes supercritical fluids excellent solvents for a variety of substances. The good dissolution capacity exists only in or near the supercritical range. Reaction products can be separated, for instance, simply by decreasing temperature and pressure. This may be used to intensify the process as complex separation processes, like distillation, are avoided.

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Section: Hydrogenations (For Surveys See [46 47])mentioning

confidence: 94%

Heterogeneous Catalysis in Supercritical Media: 1. Carbon Dioxide

Kruse

Vogel

2007

Chem Eng & Technol

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“…Die Selektivität ist mit bis zu über 80 % etwa doppelt so hoch wie in Ethanol unter vergleichbaren Bedingungen [81 -83]. Selbst die enantioselektive Hydrierungen [84] von Dimethylitaconat zu Dimethyl-2-methylsuccinat wurden mit immobilisierten metallorganischen Verbindungen auf Rh-Basis in kontinuierlichen Anlagen erfolgreich durchgeführt [85].…”

Section: Untersuchungenunclassified

Heterogene Katalyse in überkritischen Medien – 1. Kohlendioxid

Kruse

Vogel

2007

Chemie Ingenieur Technik

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“…Along with the design of chiral ligands, another significant challenge in metal catalysis is recycling of the catalyst since these metals and ligands are usually expensive and air-sensitive. Over the last few years, a number of publications have reported the selective hydrogenation reactions performed in ionic liquids [6][7][8][9][10][11]. The first metal-catalyzed enantioselective hydrogenation reaction in ionic liquids were reported by Chauvin and his co-workers in 1995 [6].…”

Section: Introductionmentioning

confidence: 97%

“…The catalytic ionic solution was reusable, showing that the ee values varied from 84% at the first run to 67% at the fourth run. As for the asymmetric hydrogenation of (Z)-a-acetamidocinnamic acid and related compounds, several groups performed a more detail study in ionic liquid biphasic system with the chiral Rh complexes such as [Rh(I)-EtDuPhos] [ [11]. The product was extracted from the ionic liquid catalytic solution by supercritical CO 2 .…”

Section: Introductionmentioning

confidence: 99%

Catalytic performance of chiral rhodium complex with water-soluble sulfonated (R)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl for enantioseletive hydrogenation in ionic liquid biphasic system

She

Zhu

et al. 2007

Catal Lett

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Asymmetric hydrogenation of dimethyl itaconate by the chiral rhodium complex ligated with water-soluble sulfonated (R)-2,2¢-bis(diphenylphosphino)-1,1¢-binaphthyl (labeled as (R)-BINAPS) was performed in ionic liquid-isopropanol biphasic catalytic system. A moderate enantiomeric excess (ee) of 64% and initial turnover frequency (TOF max ) as high as 1234 h )1 could be obtained at 303 K and 2.0 MPa when the molar ration of substrate to rhodium was set at 1000. Application of imidazolium ionic liquid [bmim]BF 4 (bmim = 1-butyl-3-methyl imidazolium cation) made it possible to reuse the catalyst several times, showing rather good stability in the catalyst performance. According to the ICP-OES analyses, the total extraction of rhodium species by the reactants from the ionic liquid phase was about 3.24 wt% after the catalyst for four runs, which was about three times lower than that of total loss of phosphorous species. The slight decreases in the ee value and TOF max during the catalyst reuse could be recovered essentially to the pristine levels by replenishing certain amount of the fresh ligand into the used catalyst.

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Neoteric solvents for asymmetric hydrogenation: supercritical fluids, ionic liquids, and expanded ionic liquidsThis work was presented at the Green Solvents for Catalysis Meeting held in Bruchsal, Germany, 13–16th October 2002.

Cited by 130 publications

References 38 publications

Heterogeneous Catalysis in Supercritical Media: 1. Carbon Dioxide

Heterogeneous Catalysis in Supercritical Media: 1. Carbon Dioxide

Heterogene Katalyse in überkritischen Medien – 1. Kohlendioxid

Catalytic performance of chiral rhodium complex with water-soluble sulfonated (R)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl for enantioseletive hydrogenation in ionic liquid biphasic system

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