Oxidative Bromination of Alkenes Mediated with Nitrite in Ionic Liquids

Кузнецова, Л. И.; Кузнецова, Н. И.; Зудин, В. Н.; Utkin, V. A.; Требушат, Д. В.; Fedotov, M. A.; Larina, T. V.

doi:10.1007/s10562-014-1298-1

Cited by 3 publications

(1 citation statement)

References 31 publications

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“…The oxidative bromination with oxygen as oxidising agent and nitrate as catalyst was performed on various carbocycles, [106b,108] aromatic ketones, [106,108d,e,109a] and double [100b,110] and triple bonds [100b] . Radical bromination are also possible, as proven by the photocatalysed bromination of various (cyclo)alkanes and benzylic positions [107] …”

Section: Oxygen Gasmentioning

confidence: 99%

Bromide Oxidation: A Safe Strategy for Electrophilic Brominations

2022

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Bromination of organic substances is still an important reaction in modern synthetic chemistry. In view of the increasing demand for sustainable synthetic chemistry, oxidative bromination can play an important role to avoid the use of hazardous molecular bromine (Br 2 ). In this review, a complete overview of the chemical oxidants will be provided which have been used for the electrophilic as well as radical brominations, starting from less hazardous bromide Br(À I); e. g., HBr or a bromide salt, with a focus on the differences caused by the choice of oxidant.

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Section: Oxygen Gasmentioning

confidence: 99%

Bromide Oxidation: A Safe Strategy for Electrophilic Brominations

2022

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Production mechanism of active species on the oxidative bromination following perhydrolase activity

China

Okada

Ogino

2015

J. Phys. Org. Chem.

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Hypobromous acid and molecular bromine have been described as the active species involved in the oxidative bromination using perhydrolase, which catalyzes the reaction from acetic acid and hydrogen peroxide to peracetic acid (AcOOH). However, the brominating activity of them in a chemical model system was lower than that of the active species produced by the spontaneous reaction between AcOOH and Br À . Consequently, acetyl hypobromite (AcOBr) was suggested as new active species on the bromination by detection of the decarboxylation in the reaction between AcOOH and Br À and the strong brominating power with some tolerance against H 2 O 2 . Its production mechanism was explained as the ionic reaction involving the protonated intermediate of AcOOH by kinetic analysis.

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Quantification of small amounts of ionic liquids in solutions using CHN analysis

Koscheeva

Кузнецова

2018

Russ Chem Bull

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Oxidative Bromination of Alkenes Mediated with Nitrite in Ionic Liquids

Cited by 3 publications

References 31 publications

Bromide Oxidation: A Safe Strategy for Electrophilic Brominations

Bromide Oxidation: A Safe Strategy for Electrophilic Brominations

Production mechanism of active species on the oxidative bromination following perhydrolase activity

Quantification of small amounts of ionic liquids in solutions using CHN analysis

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