Prediction of the electrochemical oligomerization of p-tert-butyl anisole by analyses of the electrolysed solution

Besbes-Hentati, Salma; Said, Hechmi

doi:10.1016/j.electacta.2010.04.098

Cited by 8 publications

(7 citation statements)

References 19 publications

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“…Therefore, the trimer formation according to energetics may occur by the coupling of two radical cation molecules and two proton losses in a one‐step mechanism. This is in agreement with the mechanism already suggested by experimentalists for the trimer formation [3].…”

Section: Resultssupporting

confidence: 93%

“…Anodic coupling reactions of aromatic com‐ pounds have been the subject of numerous studies because of their general interest in the electrosynthesis of new molecules and polymers [1, 2]. Depending on the medium used as the electrochemical solvent and the electrolysis potential applied, various polymers were observed [3, 4]. In a particular previous voltammetric study, the formation of a novel trimer characterized by X‐ray diffraction, NMR and its controlled potential electrolysis has been shown [4].…”

Section: Introductionmentioning

confidence: 99%

“…These steps would be repeated until the formation of the trimer. The study of the mechanism was then reinvestigated in dry acetonitrile with various amount of water [3]. That time the authors proposed a second possible mechanism, involving the coupling of two radical cations, see pathway B in Figure 1.…”

Section: Introductionmentioning

confidence: 99%

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Theoretical study of the polymerization of p‐tert‐butyl‐anisol

Ayadi

Mignon

Abderrabba

et al. 2011

Int J of Quantum Chemistry

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International audienceThe stereoselective formation of dimers and trimers of p-tert-butyl-anisol by electrochemical oxidation has been theoretically studied. For the purpose, density functional theory calculations with the PBE exchange-correlation functional have been performed with a triple zeta plus polarization basis set. A mechanism has been proposed by validating one suggestion of the experimentalists, whereas other reaction pathways suggested by experimentalists have been ruled out

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Section: Resultssupporting

confidence: 93%

Section: Introductionmentioning

confidence: 99%

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Theoretical study of the polymerization of p‐tert‐butyl‐anisol

Ayadi

Mignon

Abderrabba

et al. 2011

Int J of Quantum Chemistry

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“…It is known that phenolic compounds usually deactivate the commonly used electrodes during anodic oxidation, but there are few works about the electrochemistry of phenylethers in non-aqueous solvents. Those studies are restricted to preparative electrolyses, reaction kinetics in different solvents [1][2][3][4][5][6][7][8][9][10]. The examination of building up organic layers on electrode surfaces as modifiers offers useful information for several applications.…”

Section: Introductionmentioning

confidence: 99%

Investigation of anodic behaviour of phenylethers in non-aqueous solvents on platinum and glassy carbon electrodes

2020

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Electrooxidation of selected phenylethers was investigated (2-phenoxyethanol, anisole, o-nitrophenyl octyl ether, diphenylether, fenoxycarb) on platinum and glassy carbon electrodes. The chosen solvents were acetonitrile, dimethyl sulphoxide, 1-propanol and mesityl oxide. In acetonitrile, at around 2 V characteristic voltammetric peaks appeared for all compounds. In dimethyl sulphoxide and 1-propanol, no relevant peak appeared due to the high overlapping with solvent electrooxidation. During anodic oxidation of o-nitrophenyl octyl ether and fenoxycarb, a bimolecular reaction takes place predominantly. In mesityl oxide due to its unsaturated bond, identical behaviour was observed for majority of compounds and the differences between the two electrodes are also highlighted in the surface studies. The images made with the aid of an optical microscope showed the formation of islands of products for each substrate after deposition from mesityl oxide.

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“…These successive steps have approximately the same current magnitudes and positive shifting of the peak potentials; a cross over phenomenon was observed for the highest concentration. The occurrence of cross over has also been described for other compounds which can form polymers and/or deposits [36][37][38]. In contrast with the lower concentration, for which the first oxidation wave, A 1 , has some reversibility, at the higher concentration it occurs without the presence of a cathodic peak partner, and is observed over a short potential range.…”

Section: Hydrodynamic Investigation Of the Reduction Of [Cd(piph)(cl)mentioning

confidence: 88%

Investigation of the crystal structure and electrochemical properties of catena-poly[[chlorido(piperazin-1-ium–κN))cadmium(II)]-di-μ-chlorido]monohydrate

Mabrouk¹,

Dkhili²,

Besbes-Hentati³

et al. 2015

Res Chem Intermed

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A novel Cd(II) coordination polymer [Cd(C 4 H 11 N 2 )(l-Cl) 2 Cl] n ÁnH 2 O with a supramolecular structure has been synthesized by reaction of CdCl 2 2Á5H 2 O with piperazine. The compound was investigated by X-ray diffraction, electrochemistry, and IR spectroscopy. The CdCl 3 (C 4 H 11 N 2 )ÁH 2 O entity in the compound forms a 1D coordination polymer as a result of the bridging function of the chlorine atoms Cd-Cl 2 -Cd. Adjacent 1D coordination polymers are connected by (O,N,C)-H…Cl, (O,N)-H…Cl, and N-H…O hydrogen bonds, generating a three-dimensional supramolecular network. With this atomic arrangement, the complex can form an electroactive film on a platinum electrode by anodic oxidation in acetonitrile solution.

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Prediction of the electrochemical oligomerization of p-tert-butyl anisole by analyses of the electrolysed solution

Cited by 8 publications

References 19 publications

Theoretical study of the polymerization of p‐tert‐butyl‐anisol

Theoretical study of the polymerization of p‐tert‐butyl‐anisol

Investigation of anodic behaviour of phenylethers in non-aqueous solvents on platinum and glassy carbon electrodes

Investigation of the crystal structure and electrochemical properties of catena-poly[[chlorido(piperazin-1-ium–κN))cadmium(II)]-di-μ-chlorido]monohydrate

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