Sustainable bromination of organic compounds: A critical review

Sabuzi, Federica; Pomarico, Giuseppe; Floris, Barbara; Valentini, Francesca; Galloni, Pierluca

doi:10.1016/j.ccr.2019.01.013

Cited by 57 publications

(29 citation statements)

References 189 publications

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“…Also, the brominated organic compounds synthesized through the oxidative bromination of the corresponding precursors (thymol and styrene) using 1-3 as catalysts were identified as useful starting materials for several organic transformations with biological and pharmaceutical importance. 54 Again, oxidative bromination reactions using these metal complexes as catalysts can be considered as a favorable tool to replace toxic and corrosive brominating agents (i.e., Br 2 ). 54 Therefore, the results of the present study stimulate further insights into the mechanistic pathway of vanadium complexes in an azohydrazone ligand environment in relation to their antiproliferative and catalytic activities and also to study the correlation of the catalytic efficiency of these complexes with their biological potential.…”

Section: Discussionmentioning

confidence: 99%

In vitrocytotoxicity and catalytic evaluation of dioxidovanadium(v) complexes in an azohydrazone ligand environment

et al. 2019

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Section: Discussionmentioning

confidence: 99%

In vitrocytotoxicity and catalytic evaluation of dioxidovanadium(v) complexes in an azohydrazone ligand environment

et al. 2019

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“…Для оценки эффективности и затратности процессов нейтрализации при получении бромсодержащих систем фталатного типа проведен анализ материальных балансов [9][10][11][12][13][14][15] Потери, г/% ‫|‬ Losses, g/% -4,1/3,3…”

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Study of the process of neutralization of bromine – containing phthalate-type systems

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2021

Vestn. Voronež. gos. univ. inž. tehnol.

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The features of the final stages of the process of obtaining bromine-containing phthalate-type systems are considered. The factors that influence the quality of the target product were identified and the experiment plan was developed and implemented. As factors affecting the process, the following are selected: a – temperature, K; B – duration of neutralization, h; C – mass fraction of the neutralizing agent, %; D-the ratio of the used mass of the neutralizing agent to its calculated mass by the acid number of the reaction mass. The curves describing the dependence of the response function on various factors are processed using a graphical editor. The obtained curves are analyzed, indicating the presence of extremes and inflection points corresponding to the minimum acid number. Comparison of calculated and experimental data showed that the error of the result obtained by the regression equation is no more than 10%. Using balance calculations, it is established that the implementation of the process of neutralization of bromine-containing phthalate-type systems without a solvent will reduce losses by 3–5 times. Optimal conditions were found to ensure a low acid number of the target product after neutralization: the neutralization temperature is 315 K, the duration of neutralization is 0.5 h, the concentration of potassium hydroxide in an aqueous solution is 11 wt.%, the excess of the neutralizing agent per mol of the calculated 2.44 mol/mol. It is proved that conducting the process without solvents has a positive impact on both technological and economic indicators.the ralizing agent per mol is estimated at 2.44 mol/mol.

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“…Therefore, its use in combination with environmental friendly oxidants, as hydrogen peroxide or molecular oxygen, constitutes a sustainable strategy to perform oxidation reactions. For this reason, Vanadium-based catalysts have been successfully used in oxidation and oxidative bromination of different substrates, with very good results in yield and selectivity [30][31][32][33][34][35][36]. As well, toluene oxidative bromination was efficiently performed with the Conte's method using a two-phase system (H 2 O, pH=1/CH 2 Cl 2 ) containing a cheap and safe V-salt (i.e., NH 4 VO 3 ), H 2 O 2 and KBr.…”

Section: Introductionmentioning

confidence: 99%

Sustainable Highly Selective Toluene Oxidation to Benzaldehyde

et al. 2021

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Thanks to the well-recognized role of benzaldehyde in industry, nowadays the research of new and sustainable approaches to selectively synthesize such an interesting product is receiving great attention from the chemists’ community. In this paper, a V-based catalytic biphasic system is adopted to perform toluene oxidation to benzaldehyde. Importantly, to pursue sustainability, organic solvents have been avoided, so toluene is used as substrate and co-solvent, together with water. Also, the use of hydrophobic ionic liquids has been explored. To perform oxidation, NH4VO3 catalyst, H2O2, and a safe and inexpensive co-catalyst are used. Among the tested co-catalysts, KF and O2 were found to be the best choice, to guarantee good yields, in mild reaction conditions. In fact, with such a sustainable method, up to 30% of benzaldehyde can be obtained at 60 °C and, more interestingly, the oxidative system can be recharged, raising-up the yield. The entire process results highly selective, since no traces of benzyl alcohol or benzoic acid are detected. Hence, it constitutes a very appealing synthetic route, even suitable to be easily scaled-up at an industrial level.

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Sustainable bromination of organic compounds: A critical review

Cited by 57 publications

References 189 publications

In vitrocytotoxicity and catalytic evaluation of dioxidovanadium(v) complexes in an azohydrazone ligand environment

In vitrocytotoxicity and catalytic evaluation of dioxidovanadium(v) complexes in an azohydrazone ligand environment

Study of the process of neutralization of bromine – containing phthalate-type systems

Sustainable Highly Selective Toluene Oxidation to Benzaldehyde

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