A New Method for Recycling Asymmetric Catalysts via Formation of Charge Transfer Complexes

Chollet, Guillaume; Rodriguez, Fernand; Schulz, Emmanuelle

doi:10.1021/ol053036a

Cited by 33 publications

(13 citation statements)

References 21 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In recent times 2,4,7‐trinitrofluorenone ( 2 ) has come out as a very useful compound in different areas of Chemistry as well as its interdisciplinary areas. It has been utilized in catalyst recovery, synthesis of metal complexes, purification of gas oil, self‐assembly, synthesis of soft materials, etc. Earlier the strategy was to synthesize 2 from fluorenone via nitration using mixed acid .…”

Section: Resultsmentioning

confidence: 99%

2,4,7‐Triaminofluorenone as a Multi‐Analyte Colorimetric Sensor of Fluoride, Acetone Vapor, and Other Harmful Compounds

Mohar

2019

ChemistrySelect

View full text Add to dashboard Cite

2,4,7‐Triaminofluorenone, a fluorenone derived multi‐analyte colorimetric chemosensor, has been synthesized via an extremely cost‐effective synthetic pathway. The sensor molecule can detect various analytes such as fluoride ion, acetone vapor, and picric acid. The violet solution of the sensor molecule becomes deep blue in the presence of fluoride ion. It can detect fluoride down to 120 ppb level. The compound in the solid state shows vapochromism only in the presence of acetone. The grey colored solid coating of the sensor molecule becomes blue in the presence of acetone vapor. This property was utilized to sense acetone vapor. Color Grab, an android based app, was utilized to detect acetone in real time down to 10 ppm level. Apart from that, the same sensor molecule was also tested for sensing different electron deficient nitro aromatic compounds due to its electron rich framework. The sensor was found to detect picric acid selectively. The sensor compound also shows acid‐base induced color change. The violet solution of the sensor molecule becomes brown in the presence of carboxylic as well as mineral acid. This reaction is reversible. Hence, the brown solution becomes violet again in the presence of aliphatic amines as well as ammonia. Utilizing this property, a method has been described to detect two widely used highly volatile chemicals HCl and NH3 in different industries.

show abstract

Section: Resultsmentioning

confidence: 99%

2,4,7‐Triaminofluorenone as a Multi‐Analyte Colorimetric Sensor of Fluoride, Acetone Vapor, and Other Harmful Compounds

Mohar

2019

ChemistrySelect

View full text Add to dashboard Cite

show abstract

“…Reduction of the amide group with LiAlH 4 at reflux afforded crude diamine 3 in 85 % yield. Furthermore, synthon 5 was obtained in 84 % yield by nucleophilic substitution involving the conjugate base of 4‐bromo‐3,5‐dimethylphenol with mesylate 4 , which was obtained by using an already reported procedure 13a,18. Then, bromide 5 and diamine 3 were engaged in a Buchwald–Hartwig reaction to give tagged diamine 6 in 58 % yield.…”

Section: Resultsmentioning

confidence: 99%

Immobilization of an Anthracene‐Tagged Ruthenium Complex on a 2,4,7‐Trinitrofluoren‐9‐one‐Grafted Silica: Efficiency and Recyclability in Olefin Metathesis Reactions

et al. 2014

Self Cite

View full text Add to dashboard Cite

International audienceAn anthracene group was linked to the N-heterocyclic carbene moiety of a M71-SIPr-type Ru complex. The tagged complex thus obtained was immobilized by charge-transfer interactions to a 2,4,7-trinitrofluoren-9-one-grafted passivated silica. The immobilized complex proved to be an efficient olefin metathesis catalyst and was reused five times in a multisubstrate olefin metathesis procedure

show abstract

“…Future catalysts development should be more oriented toward real problems in synthetic processes. It would be also interesting to see the explorations of other non-covalent interactions such as charge-transfer, 68 p-p stacking immobilization 69 and adsorption and entrapment in nanosized materials 70 in developing supported organocatalysts.…”

Section: Discussionmentioning

confidence: 99%

Non-covalent immobilization of asymmetric organocatalysts

Zhang

Luo

Cheng

2011

Catal. Sci. Technol.

View full text Add to dashboard Cite

The immobilization of organocatalysts is one of the most explored approaches to overcome the limitations associated with organocatalytic systems such as high catalyst loading, difficult product separation and catalyst recycling. When compared with the commonly used covalent immobilization methods, which usually involve tedious synthetic manipulations, the non-covalent attachment of organocatalysts to supports offers facile and modular construction of immobilized chiral catalysts with maintained or even improved activity and stereoselectivity. This review summarizes the successful application of non-covalent interactions, such as acid-base interaction, ion-pair interaction, hydrophobic interaction and so on, in assembling recoverable and reusable organocatalysts.

show abstract

A New Method for Recycling Asymmetric Catalysts via Formation of Charge Transfer Complexes

Cited by 33 publications

References 21 publications

2,4,7‐Triaminofluorenone as a Multi‐Analyte Colorimetric Sensor of Fluoride, Acetone Vapor, and Other Harmful Compounds

2,4,7‐Triaminofluorenone as a Multi‐Analyte Colorimetric Sensor of Fluoride, Acetone Vapor, and Other Harmful Compounds

Immobilization of an Anthracene‐Tagged Ruthenium Complex on a 2,4,7‐Trinitrofluoren‐9‐one‐Grafted Silica: Efficiency and Recyclability in Olefin Metathesis Reactions

Non-covalent immobilization of asymmetric organocatalysts

Contact Info

Product

Resources

About