2417-10-9Relevant academic research and scientific papers
Degradation of the antibacterial agents triclosan and chlorophene using hydrodechlorination by Al-based alloys
Pérko, Jan,Kamenická, Barbora,Weidlich, Tomá?
, p. 1777 - 1786 (2018)
Abstract: Triclosan and chlorophene are chlorinated phenols used as antimicrobial agents. Both compounds are ordinarily detected in aquatic environments. The aim of this study is to prove the reactivity of three different metallic alloys used as common re
Iron-catalyzed arene C-H hydroxylation
Cheng, Lu,Wang, Huihui,Cai, Hengrui,Zhang, Jie,Gong, Xu,Han, Wei
, p. 77 - 81 (2021/10/05)
The sustainable, undirected, and selective catalytic hydroxylation of arenes remains an ongoing research challenge because of the relative inertness of aryl carbon-hydrogen bonds, the higher reactivity of the phenolic products leading to over-oxidized by-products, and the frequently insufficient regioselectivity. We report that iron coordinated by a bioinspired L-cystine-derived ligand can catalyze undirected arene carbon-hydrogen hydroxylation with hydrogen peroxide as the terminal oxidant. The reaction is distinguished by its broad substrate scope, excellent selectivity, and good yields, and it showcases compatibility with oxidation-sensitive functional groups, such as alcohols, polyphenols, aldehydes, and even a boronic acid. This method is well suited for the synthesis of polyphenols through multiple carbon-hydrogen hydroxylations, as well as the late-stage functionalization of natural products and drug molecules.
Method for promoting iron-catalyzed oxidation of aromatic compound carbon - hydrogen bond to synthesize phenol by ligand
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Paragraph 0086-0087; 0128, (2021/09/21)
The method comprises the following steps: iron is used as - a catalyst metal; a sulfur-containing amino acid or cystine-derived dipeptide is a ligand; and under the common action of hydrogen peroxide as an oxidizing agent, an aromatic compound is synthesized to prepare a phenol. Under the action of an acid as an accelerant and hydrogen peroxide as an oxidizing agent, the aryl carbon - hydrogen bond is directly hydroxylated to form a phenolic compound, and the method for preparing the phenol by the catalytic oxidation reaction has a plurality of advantages. The reaction raw materials, the oxidant and the promoter are wide in source, low in price, environment-friendly and good in stability. The aromatic compound carbon - hydrogen bonds directly participate in the reaction to react in one step to form phenol. The reaction condition is mild, the functional group compatibility and the application range are wide. The reaction selectivity is good; under the optimized reaction conditions, the target product separation yield can reach 85%.
CoII Immobilized on Aminated Magnetic-Based Metal–Organic Framework: An Efficient Heterogeneous Nanostructured Catalyst for the C–O Cross-Coupling Reaction in Solvent-Free Conditions
Mohammadinezhad, Arezou,Akhlaghinia, Batool
, p. 332 - 352 (2020/01/11)
Abstract: In this paper, we report the synthesis of Fe3O4?AMCA-MIL53(Al)-NH2-CoII NPs based on the metal–organic framework structures as a magnetically separable and environmentally friendly heterogeneous nanocatalyst. The prepared nanostructured catalyst efficiently promotes the C–O cross-coupling reaction in solvent-free conditions without the need for using toxic solvents and/or expensive palladium catalyst. Graphic Abstract: [Figure not available: see fulltext.].
Further insights of selenium-containing analogues of WC-9 against Trypanosoma cruzi
Chao, María N.,Lorenzo-Ocampo, María V.,Szajnman, Sergio H.,Docampo, Roberto,Rodriguez, Juan B.
, p. 1350 - 1361 (2019/02/25)
As a continuation of our project aimed at searching for new chemotherapeutic agents against American trypanosomiasis (Chagas disease), new selenocyanate derivatives were designed, synthesized and biologically evaluated against the clinically more relevant dividing form of Trypanosoma cruzi, the etiologic agent of this illness. In addition, in order to establish the role of each part of the selenocyanate moiety, different derivatives, in which the selenium atom or the cyano group were absent, were conceived, synthesized and biologically evaluated. In addition, in order to study the optimal position of the terminal phenoxy group, new regioisomers of WC-9 were synthesized and evaluated against T. cruzi. Finally, the resolution of a racemic mixture of a very potent conformationally rigid analogue of WC-9 was accomplished and further tested as growth inhibitors of T. cruzi proliferation. The results provide further insight into the role of the selenocyanate group in its antiparasitic activity.
Investigation of Iodonium Trifluoroborate Zwitterions as Bifunctional Arene Reagents
Robidas, Rapha?l,Guérin, Vincent,Proven?al, Laurent,Echeverria, Marco,Legault, Claude Y.
supporting information, p. 6420 - 6423 (2017/12/08)
The synthesis of a new family of iodonium zwitterions, in which the formal anion is a trifluoroborate moiety, is reported. These reagents present very good stability and have high resistance toward benzyne formation. Their structures were confirmed by X-ray crystallographic analysis and were further investigated using DFT calculations. QTAIM analysis supports an ionic, noncovalent, I+···BF3- interaction, in accordance with a true zwitterionic nature. Preliminary results of synthetic applications, the arylation of phenolates and trifluoroborate group functionalization, are reported.
Direct oxidation of the C(sp2)-C(sp3) bond from benzyltrimethylsilanes to phenols
Li, Wei,Gao, Guolin,Gao, Yuan,Yang, Chao,Xia, Wujiong
supporting information, p. 5291 - 5293 (2017/07/10)
A novel pathway for direct conversion of benzylsilanes to phenols by oxidation with Na2S2O8 and oxygen is efficiently developed under mild and neutral conditions. The reaction shows good functional group tolerance to afford phenols in moderate yields. The possible mechanism is proposed based on the isotopic labeling trials.
Synthesis of SiO2 coated zero-valent iron/palladium bimetallic nanoparticles and their application in a nano-biological combined system for 2,2′,4,4′-tetrabromodiphenyl ether degradation
Lv, Yuancai,Niu, Zhuyu,Chen, Yuancai,Hu, Yongyou
, p. 20357 - 20365 (2016/03/04)
Polybrominated diphenyl ethers (PBDEs) are emerging persistent organic pollutants and the degradation of PBDEs is still a significant challenge owing to their extreme persistence and toxicity. In this study, the remediation of 2,2′,4,4′-tetrabromodiphenyl ether (BDE47) was investigated by employing a nano-biological combined system with SiO2-coated zero-valent iron/palladium bimetallic nanoparticles (SiO2-nZVI/Pd) as a reductant and Pseudomonas putida as a biocatalyst. The SiO2-nZVI/Pd exhibited much lower toxicity to the P. putida strain and higher reactivity in debromination than nZVI/Pd. The strain could grow well when the dosage was up to 1.0 g L-1. During the combined process, BDE47 (5 mg L-1) was completely debrominated to diphenyl ether (DE) within 2 h by SiO2-nZVI/Pd (1.0 g L-1) and then DE was completely degraded by P. putida after 4 days in sequential aerobic biodegradation. All the possible intermediates in the whole process were identified by ultra performance liquid chromatography (UPLC) and gas chromatography-mass spectrometer (GC-MS) analyses. The detection of BDE17, BDE7, BDE1 and DE indicated that rapidly stepwise debromination preferentially occurred at para positions in the anaerobic stage. Moreover, during aerobic biodegradation by P. putida, a number of phenolic compounds, such as phenol, catechol and hydroquinone were generated via ring opening by dioxygenation and further mineralized through the tricarboxylic acid cycle (TCA). Importantly, this combined process achieved rapid mineralization of PBDEs and avoided the generation of some highly toxic products like bromophenols and HO-PBDEs, which might have promising application prospects in the remediation of halogenated POPs.
Metal-free oxidative aromatization of 2-aryloxycyclohex-2-en-1-ones to 2-aryloxyphenols using DDQ/Amberlyst-15
Jadhav,Samant
, p. 1301 - 1305 (2015/01/08)
Efficient metal-free oxidative aromatization of 2-aryloxycyclohex-2-en-1-ones was achieved by a combination of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) and Amberlyst-15. The conditions for oxidative aromatization are mild and applicable for a variety of substrates, and Amberlyst-15 can be successfully recovered and recycled.
Ipso-hydroxylation of arylboronic acids and boronate esters by using sodium chlorite as an oxidant in water
Gogoi, Pranjal,Bezboruah, Pranjal,Gogoi, Junali,Boruah, Romesh C.
supporting information, p. 7291 - 7294 (2013/11/19)
A facile and efficient procedure for the ipso-hydroxylation of arylboronic acids to phenols in water was developed. A series of electron-rich and electron-deficient arylboronic acids were smoothly ipso-hydroxylated with this protocol to afford products in excellent yields. Moreover, the protocol is amenable to boronate esters. In most cases, the phenolic products were obtained in pure form without any chromatographic purification. An efficient procedure for the ipso-hydroxylation of arylboronic acids to phenols in water is reported. A wide range of electronically varied boronic acids are smoothly ipso-hydroxylated with this protocol, which is amenable to boronate esters. The reaction strategy is facile and clean, and the products are obtained in pure form and do not require chromatographic purification. Copyright
