The reaction of catechol and derivatives with potassium superoxide

Lee‐Ruff, Edward; Lever, A. B. P.; Rigaudy, J.

doi:10.1139/v76-260

Cited by 39 publications

(5 citation statements)

References 9 publications

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“…Lee-Ruff and co-workers also observed that a one-electron reduction of p-benzoquinone by O2-" is very rapid (k = 9.8 x 108 m "1 s -1 [21]. Their result is consistent with that of Rao and Hayon [19].…”

Section: P-benzoquinone and Microsomal Proteinssupporting

confidence: 77%

A molecular orbital study of the metabolic pathway with hydroquinone intermediate from benzene as carcinogen

1987

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A possible metabolic activation pathway of benzene in vivo is the nonenzymatic oxidation of hydroquinone produced via the cytochrome P-450-mediate two-step oxidation of benzene. The mechanism of the further oxidation of hydroquinone and the nature of the most reactive intermediate have not yet been clarified, although it is speculated that the intermediate isp-benzoquinone and/or p-benzosemiquinone. The theoretical result of using molecular orbital calculations (ab initio and CNDO/2 methods) indicates that although the mechanism of the nonenzymatic oxidation of hydroquinone cannot yet be determined, the intermediate is the p-benzosemiquinone anion radical. It is also suggested that active-ox3,gen species such as hydroxyl radical, which accelerates the nonenzymatic oxidation, play an important role in the metabolic pathway in question.

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Section: P-benzoquinone and Microsomal Proteinssupporting

confidence: 77%

A molecular orbital study of the metabolic pathway with hydroquinone intermediate from benzene as carcinogen

1987

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“…In a previous study, KO 2 was used for the oxidation of o - and p -dihydroxyarenes to produce semiquinones, which were further oxidized to dicarboxylic acids. Semiquinone anion radicals were also obtained by the reduction of the corresponding quinones with KO 2 in DMSO …”

Section: Reactions and Potential Applications Of The Superoxide Ionmentioning

confidence: 99%

Superoxide Ion: Generation and Chemical Implications

Hayyan¹,

Hashim²,

AlNashef³

2016

Chem. Rev.

1,673

1,058

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Superoxide ion (O2(•-)) is of great significance as a radical species implicated in diverse chemical and biological systems. However, the chemistry knowledge of O2(•-) is rather scarce. In addition, numerous studies on O2(•-) were conducted within the latter half of the 20th century. Therefore, the current advancement in technology and instrumentation will certainly provide better insights into mechanisms and products of O2(•-) reactions and thus will result in new findings. This review emphasizes the state-of-the-art research on O2(•-) so as to enable researchers to venture into future research. It comprises the main characteristics of O2(•-) followed by generation methods. The reaction types of O2(•-) are reviewed, and its potential applications including the destruction of hazardous chemicals, synthesis of organic compounds, and many other applications are highlighted. The O2(•-) environmental chemistry is also discussed. The detection methods of O2(•-) are categorized and elaborated. Special attention is given to the feasibility of using ionic liquids as media for O2(•-), addressing the latest progress of generation and applications. The effect of electrodes on the O2(•-) electrochemical generation is reviewed. Finally, some remarks and future perspectives are concluded.

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“…(+)-Pinanediol benzeneboronate6,8 (2) was added to (di-chloromethyOlithium1 at -100 °C and the mixture was kept at 0 °C for 1 h, cooled to -78 °C, treated with methylmagnesium bromide, and kept at 20 °C overnight.9 The resulting (+)-pinanediol (S)-1 -phenylethaneboronate (4a) (94%) was found to contain 96.8% (±1%) S isomer, as estimated by oxidation with alkaline sodium perborate10 to (5)-1 -phenylethanol11 (5) (100%), which was converted to the acetate ester for precise measurement of optical rotation,12,13 enantiomeric excess (ee) 93.7%. The absolute configurations of the boronic esters 3 and 4a are assigned (4) Ray, R.; Matteson, D. S. Tetrahedron Lett. 1980, 21, 449-50.…”

mentioning

confidence: 99%