Enantioselective electrodes: stereoselective electroreduction of 4-methylbenzophenone and acetophenone

Schwientek, Marion; Pleus, S.; Hamann, C. H.

doi:10.1016/s0022-0728(98)00039-4

Cited by 49 publications

(23 citation statements)

References 49 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The synthesis of optically active polymers has attracted considerable interest for application as chiral sensors (Shuangyan et al, 2004). These studies have been largely focused on optically active polypyrrole, which is electrochemically deposited on electrodes of platinum or glassy carbon (Liang et al, 2005;Schwientek et al, 1999). There are also many studies that propose the use of optically active polyaniline (Kane-Maguire & Wallace, 2010) .This can be generated via two routes, by doping of base emeraldine with (+) o (-) camphorsulfonic acid (HCSA) or by the enantioselective electropolymerization of aniline in the presence of these chiral acids (+) or (-) CSA.…”

Section: Enantioselective Electrochemical Sensorsmentioning

confidence: 99%

New Materials in Electochemical Sensors for Pesticides Monitoring

Goicolea¹,

Gómez‐Caballero²,

Barrio³

2011

Pesticides - Strategies for Pesticides Analysis

View full text Add to dashboard Cite

Section: Enantioselective Electrochemical Sensorsmentioning

confidence: 99%

New Materials in Electochemical Sensors for Pesticides Monitoring

Goicolea¹,

Gómez‐Caballero²,

Barrio³

2011

Pesticides - Strategies for Pesticides Analysis

View full text Add to dashboard Cite

“…Usually, chiral solvents and supporting electrolytes need large amounts of optically active materials inherently. By contrast, only catalytic amounts of chiral materials are necessary when chiral electrodes are used as the chiral auxiliary [12]. As reported [6], optically active pyridylethanols have been produced from asymmetric reduction of 2-and 4-acetylpyridine on mercury electrodes when catalytic concentrations of certain alkaloids were present which could have a strong adsorption on the cathode.…”

Section: Introductionmentioning

confidence: 96%

“…In an attempt to achieve asymmetric induction, there are some prevalent methodologies such as the use of chiral solvents [2], chiral supporting electrolytes [3,4], chiral electrodes [5][6][7][8][9][10][11][12], chiral catalytic systems [13] or the intrinsic optical conformation of the substrate [14][15][16][17]. Using these methods to provide a chiral environment, there have been some reports about asymmetric electrochemical hydrogenation of various unsaturated organic compounds in a protic solvent.…”

Section: Introductionmentioning

confidence: 99%

Asymmetric electrochemical carboxylation of prochiral acetophenone: An efficient route to optically active atrolactic acid via selective fixation of carbon dioxide

Zhang

Wang

Zhao

et al. 2009

Journal of Electroanalytical Chemistry

View full text Add to dashboard Cite

“…In several chiral conducting polymers, such as polyaniline (PANI), 1 polyacetylene, 2 polypyrrole, 3 polythiophene, 4 polytoluidine, 5 polydiacetylene, 6 polyisocyanide 7 and poly(phenylenevinylene) 8 are well described in the literature that are for great interest due to their potential applications, such chiral separation, 9 asymmetric electrochemical synthesis, 10 chemical and biological sensor [11][12][13][14][15] and circular polarized electroluminescence (CPEL). [16][17][18] This kind of polymer had the easier ability to give oxidizing and reducing states with colour changes, and the possibility to exchange the physicochemical characteristics with the temperature, pH, and the electric potential.…”

mentioning

confidence: 99%

Influence of Dibenzoyl Tartaric Acid on the Electrical Performances of the Polyaniline

et al. 2009

View full text Add to dashboard Cite

In this study, the dibenzoyl-L-tartaric acid (DBTA) was used as doping agent to synthesis polyaniline (PANI) by direct oxidative polymerization of a chiral aniline monomer repeat unit. The influence of DBTA on the electrical performances of the polyaniline was studied with the synthesis conditions, particularly the molar ratio of DBTA to aniline and the presence of methanol. The spectral characterization (FT-IR and UV-visible-NIR), the thermal (TGA), electrical properties at macroscopic scale (I-V, C-V curves and the gap) and the morphology of the PANI have been investigated. From the results it's found that synthetic conditions have a great influence on the electrical properties of PANI-DBTA. In addition polyaniline micro-fibres can be obtained when using methanol as a solvent of DBTA. [11][12][13][14][15] and circular polarized electroluminescence (CPEL). [16][17][18] This kind of polymer had the easier ability to give oxidizing and reducing states with colour changes, and the possibility to exchange the physicochemical characteristics with the temperature, pH, and the electric potential. Currently, chiral polyaniline is studied in the literature by different methods like the enantio-selective electropolymerisation of aniline in the presence of (1S) by direct oxidative polymerization of a chiral unit of aniline monomer 22 and by an enzymatic method for production of optically active polyaniline. 23 In the literature it's confirmed that the electronic properties of PANI depends on the degree of protonation and the method of synthesis. 24 Moreover, the work carried out on polyaniline doped by DBTA is based only on the optical properties, 25,26 where the majority of works gave the electric properties of the chiral polyaniline by using an acid containing a sulphonic function and according to Zhang et al.,27 it was reported that the variation of the concentration of the doping agent influences the electric and optical properties of the polyaniline.The aim of this work is to study the electrical behaviour of the polyaniline doped by a chiral acid containing a carboxylic function. The polyaniline was synthesised by direct oxidative polymerization of aniline monomer repeat unit using dibenzoyl tartaric acid (DBTA) as a dopant. The morphology, thermal, spectroscopic and electrical properties of PANI-DBTA were investigated.The DBTA has been chosen here because it has two asymmetrical carbons which confer an optical activity of the polarization plan for the monochromatic light. The optical rotation of DBTA measured in our laboratory at 20 C is À107to À113 in methanol. EXPERIMENTAL ProductsThe products used in this work such as Methanol 99.8%, Aniline 99%, DBTA 99%, ethanol 96%, chloroform 99% are from FLUKA and ammonium peroxydisulfate 99% is from PROLABO. They were all used without purification. Synthesis of PANI-DBTAThe PANI was synthesized by chemical oxidation of aniline, with the ammonium persulfate {(NH 4 ) 2 S 2 O 8 } as oxidant and the (2, 3) di-benzoyl-L-tartarique acid (DBTA) as dopant.In a glass reactor with ...

show abstract

Enantioselective electrodes: stereoselective electroreduction of 4-methylbenzophenone and acetophenone

Cited by 49 publications

References 49 publications

New Materials in Electochemical Sensors for Pesticides Monitoring

New Materials in Electochemical Sensors for Pesticides Monitoring

Asymmetric electrochemical carboxylation of prochiral acetophenone: An efficient route to optically active atrolactic acid via selective fixation of carbon dioxide

Influence of Dibenzoyl Tartaric Acid on the Electrical Performances of the Polyaniline

Contact Info

Product

Resources

About