4.3 Article

STEREOSELECTIVE HYDROGENATION OF DIBENZO-18-CROWN-6 CATALYZED BY CARBON NANOTUBE-SUPPORTED RHODIUM NANOPARTICLES

Journal

SYNTHETIC COMMUNICATIONS
Volume 41, Issue 17, Pages 2624-2630

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2010.515336

Keywords

Carbon nanotube; rhodium nanoparticles; sonochemical method; stereoselective hydrogenation

Funding

  1. National Chung-Hsing University, Taiwan

Ask authors/readers for more resources

Multiwalled carbon nanotube-supported Rh nanoparticles prepared by a simple sonochemical method are highly active for catalytic hydrogenation of dibenzo-18-crown-6 to dicyclohexyl-18-crown-6. The catalytic hydrogenation reaction shows a selectivity favoring the cis-syn-cis isomer over cis-anti-cis isomer of the product by a factor of >= 6. Conventional Rh catalysts supported by activated wood carbon, SiO(2), or Al(2)O(3) can only convert dibenzo-18-crown-6 to dicyclohexyl-18- crown-6 with an cis-syn-cis/cis-anti-cis ratio of <1.7. The Rh nanoparticle catalyst can be reused at least six times without losing its catalytic activity.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.3
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

Article Engineering, Chemical

Ketone functionalized task specific ionic liquids for selective tantalum extraction

R. Turgis, G. Arrachart, S. Michel, S. Legeai, M. Lejeune, M. Draye, S. Pellet-Rostaing

SEPARATION AND PURIFICATION TECHNOLOGY (2018)

Article Engineering, Chemical

Insights in uranium extraction from spent nuclear fuels using dicyclohexano-18-crown-6-Fate of rhenium as technetium homolog

Alain Favre-Reguillon, Micheline Draye, Gerard Cote, Kenneth R. Czerwinsky

SEPARATION AND PURIFICATION TECHNOLOGY (2019)

Article Acoustics

High frequency ultrasound as a tool for elucidating mechanistic elements of cis-cyclooctene epoxidation with aqueous hydrogen peroxide

Tony Cousin, Gregory Chatel, Nathalie Kardos, Bruno Andrioletti, Micheline Draye

ULTRASONICS SONOCHEMISTRY (2019)

Article Metallurgy & Metallurgical Engineering

Recovery of tantalum from synthetic sulfuric leach solutions by solvent extraction with phosphonate functionalized ionic liquids

Cyril Micheau, Manuel Lejeune, Guilhem Arrachart, Micheline Draye, Raphael Turgis, Stephanie Michel, Sophie Legeai, Stephane Pellet-Rostaing

HYDROMETALLURGY (2019)

Review Engineering, Environmental

Viticultural wood waste as a source of polyphenols of interest: Opportunities and perspectives through conventional and emerging extraction methods

Marion Zwingelstein, Micheline Draye, Jean-Luc Besombes, Christine Piot, Gregory Chatel

WASTE MANAGEMENT (2020)

Article Chemistry, Multidisciplinary

Ionic Liquids as Extraction Media in a Two-Step Eco-Friendly Process for Selective Tantalum Recovery

Cyril Micheau, Guilhem Arrachart, Raphael Turgis, Manuel Lejeune, Micheline Draye, Stephanie Michel, Sophie Legeai, Stephane Pellet-Rostaing

ACS SUSTAINABLE CHEMISTRY & ENGINEERING (2020)

Article Biochemistry & Molecular Biology

Sonoluminescence Spectra in the First Tens of Seconds of Sonolysis of [BEPip][NTf2], at 20 kHz under Ar

Rachel Pflieger, Manuel Lejeune, Micheline Draye

Summary: This study investigates the sonochemical degradation of [BEPip][NTf2] ionic liquid and its correlation with sonoluminescence spectra and viscosity, as well as effects of water presence. The results show that the initial evolution of sonoluminescence intensity is closely related to liquid viscosity. Furthermore, the presence of water enhances sonoluminescence and accelerates the degradation process.

MOLECULES (2022)

Article Food Science & Technology

Supercritical Carbon Dioxide in Presence of Water for the Valorization of Spent Coffee Grounds: Optimization by Response Surface Methodology and Investigation of Caffeine Extraction Mechanism

Alexandre Vandeponseele, Micheline Draye, Christine Piot, Damien Bernard, Philippe Fanget, Gregory Chatel

Summary: Water content in spent coffee grounds can act as a co-solvent in supercritical CO2 extraction, influencing the extraction of both lipids and polar molecules. While pressure has the most significant effect on lipid extraction, moisture content plays a more important role in the extraction of polar molecules, mainly caffeine.

FOODS (2022)

Article Plant Sciences

Screening and Evaluation of Dermo-Cosmetic Activities of the Invasive Plant Species Polygonum cuspidatum

Vanille Quinty, Cyril Colas, Rouba Nasreddine, Reine Nehme, Christine Piot, Micheline Draye, Emilie Destandau, David Da Silva, Gregory Chatel

Summary: Polygonum cuspidatum is a problematic invasive plant species with negative consequences. Recycling its abundant plant waste could be a sustainable management solution. This study explores the cosmetic potential of different parts of P. cuspidatum and evaluates their activities on various targets.

PLANTS-BASEL (2023)

Article Green & Sustainable Science & Technology

Study of Influential Parameters of the Caffeine Extraction from Spent Coffee Grounds: From Brewing Coffee Method to the Waste Treatment Conditions

Alexandre Vandeponseele, Micheline Draye, Christine Piot, Gregory Chatel

Summary: This study explores the potential of recovering caffeine from spent coffee grounds, considering various parameters such as brewing methods, storage conditions, extraction parameters, and purification parameters. The results show that extracting caffeine from spent coffee grounds is a promising and straightforward method that aligns with an established market.

CLEAN TECHNOLOGIES (2021)

Article Chemistry, Multidisciplinary

Oxidative cleavage of cycloalkenes using hydrogen peroxide and a tungsten-based catalyst: towards a complete mechanistic investigation

Tony Cousin, Gregory Chatel, Bruno Andrioletti, Micheline Draye

Summary: The identification of intermediates and by-products formed during the oxidative cleavage of cycloalkenes has led to the proposal of a comprehensive reaction scheme. The mechanism explains the pathways for the formation of dicarboxylic acids and short chain diacids, providing a useful tool for scientists aiming to establish environmentally friendly conditions for this process.

NEW JOURNAL OF CHEMISTRY (2021)

Review Chemistry, Multidisciplinary

Subcritical water and supercritical carbon dioxide: efficient and selective eco-compatible solvents for coffee and coffee by-products valorization

Alexandre Vandeponseele, Micheline Draye, Christine Piot, Gregory Chatel

GREEN CHEMISTRY (2020)

Review Chemistry, Medicinal

Ultrasound for Drug Synthesis: A Green Approach

Micheline Draye, Gregory Chatel, Romain Duwald

PHARMACEUTICALS (2020)

Review Chemistry, Physical

Recent trends in the development of sustainable catalytic systems for the oxidative cleavage of cycloalkenes by hydrogen peroxide

Tony Cousin, Gregory Chatel, Nathalie Kardos, Bruno Andrioletti, Micheline Draye

CATALYSIS SCIENCE & TECHNOLOGY (2019)

Article Chemistry, Physical

Diagnosing the plasma formed during acoustic cavitation in [BEPip][NTf2] ionic liquid

Rachel Pflieger, Manuel Lejeune, Cedric Noel, Thierry Belmonte, Sergey I. Nikitenko, Micheline Draye

PHYSICAL CHEMISTRY CHEMICAL PHYSICS (2019)

Article Chemistry, Organic

Pyrrolizine-3-ones: Synthesis and evaluation of photophysical properties

Dilek Isik Tasgin, Irem Bayraktar

Summary: We present a synthetic method for pyrrolizine-3-one derivatives and investigate their photophysical properties. These compounds are prepared through a series of reactions involving substituted pyrroles in one-pot, two-step oxidation, and intramolecular cyclization processes. The photophysical properties of the synthesized compounds are studied using UV-Vis and fluorescence spectroscopy in various solvents. The introduction of pyrrolyl substituents has a significant impact on Stokes shifts and quantum yield values.

SYNTHETIC COMMUNICATIONS (2024)

Article Chemistry, Organic

Green and eco-friendly synthesis of quinolone substituted indolyl-4H-chromenes via C-C bond formation

Satish Kumar Burra, Vaikunta Rao Lakinani, Raghunadh Akula, Chiranjeevi Yankkanti

Summary: A novel and green strategy for the construction of biologically relevant substituted indolyl-4H-chromenes scaffolds is reported, using L-proline as a catalyst and water as a promoter solvent. This catalytic system offers wider applicability, shorter reaction times, and high yields, making it an ideal condition for green chemistry.

SYNTHETIC COMMUNICATIONS (2024)

Review Chemistry, Organic

Review of synthesis process of nitrobenzimidazole derivatives

Abouelhaoul El Alami, Amine El Maraghi, Fatima Youssoufi, Assiya Atif, Hamid Sdassi

Summary: Nitrobenzimidazoles have become increasingly important in the design of new compounds in medicinal, therapeutic and chemical fields. This review provides an overview of the synthesis strategies and biological activities of nitrobenzimidazole derivatives.

SYNTHETIC COMMUNICATIONS (2024)

Article Chemistry, Organic

Design, synthesis, and characterization of 3-(2-(pyrimidin-5-yl)thiazol-4-yl)-1,2,4-oxadiazole derivatives: Anticancer and molecular docking investigations

Nilesh Raghunath Khedkar, Alex Joseph, Milind Sindkhedkar

Summary: In this study, a new library of 3-(2-(pyrimidin-5-yl)thiazol-4-yl)-1,2,4-oxadiazole compounds was designed and synthesized as potential anticancer agents using in silico fragment-based drug design. The compounds were tested for their anticancer activity in vitro, and one compound exhibited excellent activity against multiple cancer cell lines.

SYNTHETIC COMMUNICATIONS (2024)

Article Chemistry, Organic

An efficient synthesis of C-6 aminated 3-bromoimidazo[1,2-b]pyridazines

Terungwa H. Iorkula, Bryce A. Tolman, Scott R. Burt, Matt A. Peterson

Summary: A new method for synthesizing C-6 substituted products has been discovered in this study, which utilizes lower doses of fluoride and CsF as a catalyst, with high reaction yields and cost-effectiveness under suitable conditions.

SYNTHETIC COMMUNICATIONS (2024)

Review Chemistry, Organic

Recent advances in the synthesis of 3(5)-trifluoromethylpyrazoles

Ranjana Aggarwal, Swati Sharma

Summary: This review article mainly focuses on the synthesis of 3(5)-trifluoromethylpyrazoles via condensation reaction of trifluoromethyl-beta-diketones with hydrazines. It emphasizes the importance of fluorine-containing compounds and pyrazoles in the field of biology. The literature reported condensation reactions of trifluoromethyl-beta-diketones with hydrazines are covered.

SYNTHETIC COMMUNICATIONS (2024)

Article Chemistry, Organic

Design, synthesis and antimicrobial activity of heteroannulated chromeno[3′,2′:5,6]pyrido[2,3-d][1,3]thiazolo[3,2-a]pyrimidines

F. M. Alshareef, Sami A. Al-Harbi, Esam S. Allehyani, Omeima Abdullah, Magdy A. Ibrahim

Summary: This study aimed to construct a novel category of linear annulated chromeno[3',2':5,6]pyrido[2,3-d][1,3]thiazolo[3,2-a]pyrimidines. The chemical reactivity of the synthesized compounds was investigated, and they showed significant antimicrobial activity against various strains.

SYNTHETIC COMMUNICATIONS (2024)

Article Chemistry, Organic

A simple sequential one-pot synthesis of 4-aryl thiazole-based Schiff bases

Preethi Dhanapal, S. L. Manju

Summary: Thiazole based Schiff base scaffolds have become an integral part of drug development in recent years, playing a versatile role as building blocks for lead drug molecules. This study presents a facile one pot synthetic method for producing novel 4-aryl thiazoles with high yield, shorter reaction time, and milder conditions, without the need for catalysts or purification techniques.

SYNTHETIC COMMUNICATIONS (2024)