Nitrate mediated oxidation of p-xylene by emulsion electrolysis

Balaganesh, M.; Lawrence, Simon E.; Christopher, C. Seldev; Bosco, A. John; Kulangiappar, K.; Raj, K. Joseph Santhana

doi:10.1016/j.electacta.2013.08.020

Cited by 26 publications

(17 citation statements)

References 26 publications

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“…In 2012, Zeng and co-workers pioneered a novel electrooxidation of methylarenes, benzylic alcohols, and benzylic ethers to afford a range of carbonyl products; however, anisaldehydes were the only aldehydes prepared in their research . In 2013, using sodium nitrate as a mediator and with a catalytic amount of H 2 SO 4 , Balaganesh and co-workers reported a selective emulsion electron oxidation of p -xylene to p -tolualdehyde. Notably, this emulsion electrosynthesis features simple phase separation and a recyclable intermediate.…”

mentioning

confidence: 99%

Selective Electrochemical Oxygenation of Alkylarenes to Carbonyls

Bai

Liu

et al. 2021

Org. Lett.

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An efficient electrochemical method for benzylic C(sp3)–H bond oxidation has been developed. A variety of methylarenes, methylheteroarenes, and benzylic (hetero)methylenes could be converted into the desired aryl aldehydes and aryl ketones in moderate to excellent yields in an undivided cell, using O2 as the oxygen source and lutidinium perchlorate as an electrolyte. On the basis of cyclic voltammetry studies, 18O labeling experiments, and radical trapping experiments, a possible single-electron transfer mechanism has been proposed for the electrooxidation reaction.

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confidence: 99%

Selective Electrochemical Oxygenation of Alkylarenes to Carbonyls

Bai

Liu

et al. 2021

Org. Lett.

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“…Several metallic and non-metallic deoximation reagents such as tert-butyl hydroperoxide, thallium nitrate, KMnO4/alumina, N-bromosuccinimide, chloranil, ammonium persulfate, periodic acid, tetra-butylammonium tetrafluoroborate, and metalloporphyrins [10][11][12][13][14][15][16][17][18] have been used over the years. Biphasic electrolysis has the advantages of better electrical conductivity, current yield, selectivity and better reusability of the mediator [19][20][21]. Herein we report the conversion of benzaldehyde oximes to benzaldehyde in 80% yield through a biphasic electrolysis using potassium perchlorate mediator.…”

Section: Introductionmentioning

confidence: 98%

A Novel Biphasic Electrolysis Method for the Oxidation of Benzaldoximes Using Potassium Perchlorate as the Mediator

Joy¹,

Balaganesh²,

Selvaraj³

2019

Port. Electrochim. Acta

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Benzaldehyde oxime can be readily converted to the corresponding benzaldehyde in biphasic medium. The reaction was carried out with platinum electrodes at room temperature in an undivided cell within constant biphasic medium consisting of chloroform containing benzaldehyde oxime and an aqueous solution of potassium perchlorate as a mediator with a catalytic amount of H2SO4. The electrochemical oxidation was optimized with various experimental parameters to result in the high yield of benzaldehyde (80%).

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“…Indirect electro-oxidation using Ce 3+ /Ce 4+ or Cr 2+ /Cr 4+ play a major role in the processes that have been explored, with the highest GC yield reported to be 85% [7,9,[12][13][14]. Due to the low solubility of methyl-substituted aromatics in the traditional inorganic salt electrolyte reaction media, organic solvents such as methanol, acetonitrile or acetone can be added.…”

Section: Introductionmentioning

confidence: 98%

“…Electro-oxidation of methyl-substituted aromatics to the corresponding aldehyde has been studied in a variety of differing solvents and electrolytes [7][8][9][10][11][12][13][14]. Indirect electro-oxidation using Ce 3+ /Ce 4+ or Cr 2+ /Cr 4+ play a major role in the processes that have been explored, with the highest GC yield reported to be 85% [7,9,[12][13][14].…”

Section: Introductionmentioning

confidence: 99%