Electrochemical synthesis of 6-arylsulfonyl caffeic acid derivatives in aqueous medium

Zeng, Cheng‐Chu; Liu, Chenfu; Zeng, Jia; Zhong, Rugang

doi:10.1016/j.jelechem.2007.02.005

Cited by 29 publications

(11 citation statements)

References 22 publications

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“…This is additional indication that the in situ formed o-benzoquinone is so reactive that it is readily attacked by nucleophiles. These results are consistent with our previous observations [23,24].…”

Section: Anodic Oxidation Of Caffeic Acid and 4-substituted Catecholssupporting

confidence: 94%

“…Later, Nematollahi et al reported on the electrochemical oxidation of catechol and its derivatives, in the presence of different CH-acidic nucleophiles, in aqueous solutions [18][19][20][21][22]. In view of the potential HIV integrase inhibitory activity of caffeic acid derivatives, we previously explored their synthesis electrochemically [23,24]. Recently, Nematollahi and others also reported the anodic oxidation of catechol itself and 3-substituted catechols in the presence of mercapto molecules.…”

Section: Introductionmentioning

confidence: 99%

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Electrochemical synthesis of polyhydroxylated aromatic derivatives substituted with mono- and dipyrimidinyl thioethers in aqueous medium

Zeng¹,

Ping²,

Zhang³

et al. 2008

Journal of Electroanalytical Chemistry

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Section: Anodic Oxidation Of Caffeic Acid and 4-substituted Catecholssupporting

confidence: 94%

Section: Introductionmentioning

confidence: 99%

Electrochemical synthesis of polyhydroxylated aromatic derivatives substituted with mono- and dipyrimidinyl thioethers in aqueous medium

Zeng¹,

Ping²,

Zhang³

et al. 2008

Journal of Electroanalytical Chemistry

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“…The sulfone derivatives of catechol (21) are also obtained through the Michael type addition of benzenesulfinic acids (20) to anodically generated o-benzoquinones (Scheme 5) [27][28][29][30][31][32][33].…”

Section: C-s Bond Formationmentioning

confidence: 99%

Mechanistic study of homogeneous reactions coupled with electrochemical oxidation of catechols

Nematollahi

Rafiee

Fotouhi

2009

JICS

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The electrochemical oxidation of catechols was described and has shown that these compounds can be oxidized to related obenzoquinones. The electrochemically generated o-benzoquinones are quite reactive and can be attacked by a variety of nucleophiles under various mechanistic disciplines such as CE, EC, EC ' , ECE, ECEC, ECEC 2 , ECECE, ECECEC, ECECECE and trimerization, in which E represents an electron transfer at the electrode surface, and C represents a homogeneous chemical reaction. The mechanistic pathways and final products are depending on some parameters such as electron withdrawing or donating properties of nucleophile, electrolysis medium (solvent, acidity or pH) and nature of catechol.

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“…Several previously reported works have focused on the quantitative determination of CA utilizing different types of nanostructured materials in various electrolyte media [15,16,17,18]. Fernandes et al developed a multicomponent electrochemical biosensor for the detection and quantification of CA in white wine.…”

Section: Introductionmentioning

confidence: 99%

Sensitive Electrochemical Detection of Caffeic Acid in Wine Based on Fluorine-Doped Graphene Oxide

Manikandan

Boopathi

Thiruppathi

et al. 2019

Sensors

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We report here a novel electrochemical sensor developed using fluorine-doped graphene oxide (F-GO) for the detection of caffeic acid (CA). The synthesized graphene oxide (GO) and F-GO nanomaterials were systematically characterized with a scanning electron microscope (SEM), and the presence of semi-ionic bonds was confirmed in the F-GO using X-ray photoelectron spectroscopy. The electrochemical behaviours of bare glassy carbon electrode (GCE), F-GO/GCE, and GO/GCE toward the oxidation of CA were studied using cyclic voltammetry (CV), and the results obtained from the CV investigation revealed that F-GO/GCE exhibited the highest electrochemically active surface area and electrocatalytic activity in contrast to the other electrodes. Differential pulse voltammetry (DPV) was employed for the analytical quantitation of CA, and the F-GO/GCE produced a stable oxidation signal over the selected CA concentration range (0.5 to 100.0 μM) with a low limit of detection of 0.018 μM. Furthermore, the acquired results from the selectivity studies revealed a strong anti-interference capability of the F-GO/GCE in the presence of other hydroxycinnamic acids and ascorbic acid. Moreover, the F-GO/GCE offered a good sensitivity, long-term stability, and an excellent reproducibility. The practical application of the electrochemical F-GO sensor was verified using various brands of commercially available wine. The developed electrochemical sensor successfully displayed its ability to directly detect CA in wine samples without pretreatment, making it a promising candidate for food and beverage quality control.

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Electrochemical synthesis of 6-arylsulfonyl caffeic acid derivatives in aqueous medium

Cited by 29 publications

References 22 publications

Electrochemical synthesis of polyhydroxylated aromatic derivatives substituted with mono- and dipyrimidinyl thioethers in aqueous medium

Electrochemical synthesis of polyhydroxylated aromatic derivatives substituted with mono- and dipyrimidinyl thioethers in aqueous medium

Mechanistic study of homogeneous reactions coupled with electrochemical oxidation of catechols

Sensitive Electrochemical Detection of Caffeic Acid in Wine Based on Fluorine-Doped Graphene Oxide

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