The Electrochemical Oxidation of Aromatic Hydrocarbons in Methylene Chloride

Phelps, John; Santhanam, K. S. V.; Bard, Allen J.

doi:10.1021/ja00983a050

Cited by 66 publications

(23 citation statements)

References 2 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Depending on the reaction conditions, the anthracene divalent cation is subsequently involved in an addition reaction to either a second anthracene or another species, like pyridine,14a ethanol,14b or acetonitrile 14h. Note that the formation of the solution‐phase divalent anthracene cation was previously confirmed by ESR techniques 14d. h In this regard, divalent anthracene cation derived compounds like 9,10‐dihydroanthranyldipyridinium diperchlorate,14a the 9,10‐diethyl ether derivative of anthracene,14b 9‐nitro‐10‐trifluoroacetoxyanthracene,14g and bianthracene14g (dimerized anthracene) were electro‐synthesized.…”

Section: Methodsmentioning

confidence: 92%

Facile Electrochemical Oxidation of Polyaromatic Hydrocarbons to Surface‐Confined Redox‐Active Quinone Species on a Multiwalled Carbon Nanotube Surface

Barathi

Kumar

2013

Chemistry A European J

View full text Add to dashboard Cite

Polyaromatic hydrocarbon (PAH) oxidation: PAHs, which are considered major environmental pollutants, are carcinogenic, and cannot be electrochemically oxidized on conventional electrodes (gold, platinum, and glassy carbon), can be electrochemically oxidized on multiwalled carbon nanotube surfaces at a potential of 1 V versus Ag/AgCl at pH 7. This results in the formation of stable surface-confined quinone systems (see scheme; AN = anthracene; AQ = anthraquinone).

show abstract

Section: Methodsmentioning

confidence: 92%

Facile Electrochemical Oxidation of Polyaromatic Hydrocarbons to Surface‐Confined Redox‐Active Quinone Species on a Multiwalled Carbon Nanotube Surface

Barathi

Kumar

2013

Chemistry A European J

View full text Add to dashboard Cite

show abstract

“…Spectroscopic grade dichloromethane (Fluka) was used as received. This solvent was chosen because very often radical cations display in this solvent a higher stability than in co-ordinating solvents such as acetonitrile [27]. Moreover, CH 2 C1 2 has a wide potential window, especially for oxidations.…”

Section: Methodsmentioning

confidence: 99%

First synthesis of a ‘1,2-diquinone-calix[4]arene’. Interaction of its reduced form with Ag+

Vataj

Ridaoui

Louati

et al. 2002

Journal of Electroanalytical Chemistry

View full text Add to dashboard Cite

Electrochemical oxidation of 5,11 17,23-tetra-tert-butyl-25,26-bis(diphenylphosphinoylmethoxy)-27,28-dihydroxxycalix[4]arene (3), a calixarene with two phosphoryl units appended on proximal positions, affords the corresponding ' 1,2-diquinone-calix[4]arene' (4). The formation of 4 results from nucleophilic attack of residual water on anodically generated diphenoxylium cations. Preliminary voltammetric experiments in CH 3 CN on a platinum electrode showed that 4 is suitable for electrochemical detection of the silver metal cation.

show abstract

“…The radical cations of this group are relatively stable because the reactive sites, i.e., the carbon atoms with higher electron densities (e.g., 9,10 positions of anthracene), have been blocked by substituents. 43 In addition, the charge delocalization effect of phenyl substituents greatly increases the stability of radical cations. As a result, radical cations of this group of compounds can be detected by ESMS, even without applying a potential to the working electrode of the electrochemical cell (cell off), as shown for rubrene in Figure 6a.…”

Section: Applications Of Ec/esms 1 Detection Of Radical Cations Of Po...mentioning

confidence: 99%

On-Line Probe for Fast Electrochemistry/Electrospray Mass Spectrometry. Investigation of Polycyclic Aromatic Hydrocarbons

Cole

1996

Anal. Chem.

128

View full text Add to dashboard Cite

A newly invented probe accessory for fast electrochemistry/electrospray mass spectrometry (EC/ESMS) is presented and evaluated. The device features a low-volume, three-electrode electrochemical cell which has been designed with a minimum distance between the working electrode and the "Taylor cone" inherent to the electrospray process. This configuration limits the time between electrochemical generation of ions and mass spectrometric analysis to an absolute minimum. A fused-silica layer insulates the microcylinder working electrode from the sample solution until immediately prior to the electrospray region, postponing electrode processes until the last moment. The same fused-silica layer insulates the working electrode from the surrounding auxiliary electrode, a stainless steel capillary that also serves as the electrospray capillary. The performance and capabilities of the novel electrochemistry/electrospray mass spectrometry system have been evaluated using polycyclic aromatic hydrocarbons (PAHs) as test analytes. In the positive ion EC/ESMS mode, oxidized forms (one-electron removal) of PAHs are produced in high yield. The ability to analyze reaction products appearing subsequent to the initial oxidation is also demonstrated.

show abstract

The Electrochemical Oxidation of Aromatic Hydrocarbons in Methylene Chloride

Cited by 66 publications

References 2 publications

Facile Electrochemical Oxidation of Polyaromatic Hydrocarbons to Surface‐Confined Redox‐Active Quinone Species on a Multiwalled Carbon Nanotube Surface

Facile Electrochemical Oxidation of Polyaromatic Hydrocarbons to Surface‐Confined Redox‐Active Quinone Species on a Multiwalled Carbon Nanotube Surface

First synthesis of a ‘1,2-diquinone-calix[4]arene’. Interaction of its reduced form with Ag+

On-Line Probe for Fast Electrochemistry/Electrospray Mass Spectrometry. Investigation of Polycyclic Aromatic Hydrocarbons

Contact Info

Product

Resources

About