scholarly journals The Influence of Copper on Halogenation/Dehalogenation Reactions of Aromatic Compounds and Its Role in the Destruction of Polyhalogenated Aromatic Contaminants

Catalysts ◽  
2021 ◽  
Vol 11 (3) ◽  
pp. 378
Author(s):  
Tomáš Weidlich

The effect of copper and its compounds on halogenation and dehalogenation of aromatic compounds will be discussed in the proposed article. Cu oxidized to appropriate halides is an effective halogenation catalyst not only for the synthesis of halogenated benzenes or their derivatives as desired organic fine chemicals, but is also an effective catalyst for the undesirable formation of thermodynamically stable and very toxic polychlorinated and polybrominated aromatic compounds such as polychlorinated biphenyls, dibenzo-p-dioxins and dibenzofurans accompanied incineration of waste contaminated with halogenated compounds or even inorganic halides. With appropriate change in reaction conditions, copper and its alloys or oxides are also able to effectively catalyze dehalogenation reactions, as will be presented in this review.

RSC Advances ◽  
2015 ◽  
Vol 5 (123) ◽  
pp. 101427-101436 ◽  
Author(s):  
Jia Zhao ◽  
Shanchuan Gu ◽  
Xiaolong Xu ◽  
Tongtong Zhang ◽  
Xiaoxia Di ◽  
...  

Cu-added low content AuCs/AC worked as highly active, stable and cost-effective catalyst for acetylene hydrochlorination. Our findings suggest that the AuCuCs/AC catalyst can be envisioned as a viable alternative to commercial toxic HgCl2for acetylene hydrochlorination.


2006 ◽  
Vol 61 (4) ◽  
pp. 448-463 ◽  
Author(s):  
Willi Kantlehner ◽  
Ralf Kreß ◽  
Franziska Zschach ◽  
Jens Vetter ◽  
Georg Ziegler ◽  
...  

The reagent system formed from tris(dichloromethyl)amine (5) and aluminium chloride allows the formylation of aromatic compounds. The scope of the method is comparable with that of the Olah formylation and the Groß-Rieche procedure, since benzene and even chlorobenzene can be formylated. One formyl group is transferred from 5 to the aromatic nucleus. In order to find optimal reaction conditions, the molar amounts of aromatic compounds, 5 and aluminum chloride were varied as well as reaction temperatures and solvents. The activation of 5 with other Lewis acids is also described


2014 ◽  
Vol 67 (3) ◽  
pp. 475 ◽  
Author(s):  
Takashi Ikawa ◽  
Shigeaki Masuda ◽  
Tsuyoshi Nishiyama ◽  
Akira Takagi ◽  
Shuji Akai

The fluorination of substituted benzenes using fluoride ions under mild reaction conditions has been one of the most important challenges for the synthesis of biologically active fluorinated aromatic compounds; however, only a few synthetically useful methods are known. In this paper, it is reported that the nucleophilic fluorination of benzynes, generated from either 2-(trialkylsilyl)phenyl nonafluorobutanesulfonates or 2-(trialkylsilyl)phenols, meets this challenge. In particular, the fluorination starting from 2-(trialkylsilyl)phenols for fabricating aryl fluorides involves three sequential reactions in one-pot: the nonaflylation of phenols, benzyne generation, and nucleophilic fluorination of the benzynes. The regioselectivities of these reactions are controlled by the substituents at the C3-position of the benzynes.


2015 ◽  
Vol 3 (5) ◽  
Author(s):  
Ekaterina S. Shumkova ◽  
Björn E. Olsson ◽  
Anna V. Kudryavtseva ◽  
Elena G. Plotnikova

We report the 5,728,255-bp draft genome sequence of Rhodococcus ruber P25, isolated from a soil polluted with halogenated aromatic compounds in the city of Perm, Russia. The strain degrades polychlorinated biphenyls and a broad range of aromatic compounds. It possesses genes that mediate the degradation of biphenyls/polychlorinated biphenyls, naphthalene, and monoaromatic compounds.


2013 ◽  
Vol 9 ◽  
pp. 1858-1866 ◽  
Author(s):  
Hai Ming Wang ◽  
Gerhard Wenz

The formation of soluble 1:2 complexes within hydrophilic γ-cyclodextrin (γ-CD) thioethers allows to perform photodimerizations of aromatic guests under controlled, homogenous reaction conditions. The quantum yields for unsubstituted anthracene, acenaphthylene, and coumarin complexed in these γ-CD thioethers were found to be up to 10 times higher than in the non-complexed state. The configuration of the photoproduct reflected the configuration of the dimeric inclusion complex of the guest. Anti-parallel orientation of acenaphthylene within the CD cavity led to the exclusive formation of the anti photo-dimer in quantitative yield. Parallel orientation of coumarin within the complex of a CD thioether led to the formation of the syn head-to-head dimer. The degree of complexation of coumarin could be increased by employing the salting out effect.


2013 ◽  
Vol 11 (6) ◽  
pp. 979-987 ◽  
Author(s):  
Tomáš Weidlich ◽  
Lubomír Prokeš ◽  
Dagmar Pospíšilová

AbstractThe application effect of aluminium and their alloys and mixtures with nickel was studied for the complete hydrodebromination of 2,4,6-tribromophenol (TBP) to phenol in aqueous NaOH solution at room temperature. It was found that the Raney Al-Ni alloy can rapidly transform TBP to phenol. Removal efficiency of 25 mM TBP solution in aqueous NaOH (15 g L−1) solution at the end of 1h reaction was 100% using 4 g L−1 Al-Ni. The hydrodebromination is accompanied by the dissolution of aluminium and formation of soluble Al(OH)4−1 anions under these reaction conditions. After completion of the hydrodebromination reaction removal of the dissolved metals was achieved by precipitation of appropriate hydroxides by adjustment of the pH value and filtration, the filtrate was treated with Pseudomonas or Rhodococcus bacterial strains to degrade dissolved phenol. The combined application of both (chemical-biological) treatments produced degradations of 100% of aromatic compounds.


1984 ◽  
Vol 49 (22) ◽  
pp. 4161-4165 ◽  
Author(s):  
Yasuhiro Kamitori ◽  
Masaru Hojo ◽  
Ryoichi Masuda ◽  
Tatsuo Izumi ◽  
Shuichi Tsukamoto

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