108-36-1Relevant articles and documents
Nature's hydrides: rapid reduction of halocarbons by folate model compounds
Denk, Michael K.,Milutinovi?, Nicholas S.,Marczenko, Katherine M.,Sadowski, Natalie M.,Paschos, Athanasios
, p. 1883 - 1887 (2017)
Halocarbons R-X are reduced to hydrocarbons R-H by folate model compounds under biomimetic conditions. The reactions correspond to a halide-hydride exchange with the methylenetetrahydrofolate (MTHF) models acting as hydride donors. The MTHF models are also functional equivalents of dehalohydrogenases but, unlike these enzymes, do not require a metal cofactor. The reactions suggest that halocarbons have the potential to act as endocrinological disruptors of biochemical pathways involving MTHF. As a case in point, we observe the rapid reaction of the MTHF models with the inhalation anaesthetic halothane. The ready synthetic accessibility of the MTHF models as well as their dehalogenation activity in the presence of air and moisture allow for the remediation of toxic, halogenated hydrocarbons.
Oxidative bromination of non-activated aromatic compounds with AlBr3/KNO3 mixture
Rahu, Ida,J?rv, Jaak
, p. 1219 - 1227 (2019/11/13)
Bromination of non-activated aromatic compounds with reaction mixture containing KNO3 and AlBr3 was studied in liquid substrates and in solvent. Aluminium bromide has three different roles in this reaction mixture. First, it is a source of bromide ions, which are essential in oxidative bromination application. Second, it acts as a catalyst, and lastly, it forms acidic environment via its hydrolysis, which is necessary for enhancement of the oxidising properties of nitrate ions. It was shown that when changing the reaction conditions, different side reactions (like nitration or Friedel–Crafts type arylation) can occur. However, it is possible to guide the reaction path and receive the desired outcome by choosing the suitable reaction conditions. In addition, it was shown that there has to be water content in this reaction mixture as the bromine formation rate depends on it, while there exists an optimal volume of water, where bromine formation is the fastest.
Tailorable carbazolyl cyanobenzene-based photocatalysts for visible light-induced reduction of aryl halides
Ou, Wei,Zou, Ru,Han, Mengting,Yu, Lei,Su, Chenliang
supporting information, p. 1899 - 1902 (2019/12/27)
Herein, a series of carbazolyl cyanobenzene (CCB)-based organic photocatalysts with a broad range of photoredox capabilities were designed and synthesized, allowing precise control of the photocatalytic reactivity for the controllable reduction of aryl halides via a metal-free process. The screened-out CCB (5CzBN), a metal-free, low-cost, scalable and sustainable photocatalyst with both strong oxidative and reductive ability, exhibits superior performance for both dehalogenation and C[sbnd]C bond-forming arylation reactions.
Base-catalyzed aryl halide isomerization enables the 4-selective substitution of 3-bromopyridines
Bandar, Jeffrey S.,Puleo, Thomas R.
, p. 10517 - 10522 (2020/10/18)
The base-catalyzed isomerization of simple aryl halides is presented and utilized to achieve the 4-selective etherification, hydroxylation and amination of 3-bromopyridines. Mechanistic studies support isomerization of 3-bromopyridines to 4-bromopyridines proceedsviapyridyne intermediates and that 4-substitution selectivity is driven by a facile aromatic substitution reaction. Useful features of a tandem aryl halide isomerization/selective interception approach to aromatic functionalization are demonstrated. Example benefits include the use of readily available and stable 3-bromopyridines in place of less available and stable 4-halogenated congeners and the ability to converge mixtures of 3- and 5-bromopyridines to a single 4-substituted product.
Preparation method of M-dibromobenzene
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Paragraph 0010-0015, (2019/09/17)
The invention provides a preparation method of m-dibromobenzene. The preparation method comprises the following steps: (1) adding a strong acid into 2,4-dibromoaniline or 2,6-dibromoaniline, then adding a sodium nitrite aqueous solution to performing diazotization reaction on the 2,4-dibromoaniline or 2,6-dibromoaniline at low temperature and acid conditions, and preparing diazo dibromoaniline salt aqueous solution after the reaction is completed; (2) adding a reducing agent into the diazo dibromoaniline salt aqueous solution prepared in the step (1), and enabling the system to react fully toprepare an m-dibromobenzene-containing mixed liquid; (3) standing to layer the mixed liquid prepared in the step (2), then separating an inorganic phase from an organic phase, and distilling the organic phase to obtain the m-dibromobenzene. The method is simple in process steps; the obtained product is low in production cost.
Compounds and methods for the reduction of halogenated hydrocarbons
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Page/Page column 16, (2017/12/27)
The present application relates to methods for the reduction of halogenated hydrocarbons using compounds of Formula (I): wherein the reduction of the halogenated compounds is carried out, for example, under ambient conditions without the need for a transition metal containing co-factor. The present application also relates to methods of recovering precious metals using compounds of Formula (I) that are absorbed onto a support material.
PROCESS FOR THE PREPARATION OF ORGANIC BROMIDES
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Paragraph 00164, (2017/07/28)
The present invention provides a process for the preparation of organic bromides, by a radical bromodecarboxylation of carboxylic acids with a bromoisocyanurate.
Substd. photoisomerization arom. compd. method
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Paragraph 0068, (2017/01/02)
Isomerizing substituted aromatic compounds (I), comprises carrying out isomerization in the presence of a salt melt, which contains a metal compound (II) and at least one metal compound (III). Isomerizing substituted aromatic compounds of formula (Ar1-R n) (I) or their mixtures, comprises carrying out isomerization in the presence of a salt melt, which contains a metal compound of formula ([M1][X1] m 1) (II) and at least one metal compound of formula ([M2][X2] m 2) (III). Ar1 : n-valent aryl radical; R : halo, alkyl, fluoroalkyl, aryl, alkyl-aryl or amino; M1 : Al, Ga, In, Cu, Fe, Co or Ni; X1, X2 : halo, preferably Cl or Br; M2, m2 : alkaline earth metal or alkali metal, where M2 is preferably Li, Na, or K; m1 : Al, Ga, In, Fe(III), Co, Ni or Cu(II); and n : >= 2, preferably 2.
Reversible multicomponent self-assembly mediated by bismuth ions
Johnson, Amber M.,Young, Michael C.,Hooley, Richard J.
, p. 8394 - 8401 (2013/07/28)
Bi(iii) ions are capable of reversible, multicomponent self assembly with suitable tris-coordinate ligands. The nature of the self-assembled structures observed are dependent on the ligand coordination geometry, ligand protonation state and Bi concentration. These assemblies can exploit the maximum number of coordination sites at the Bi vertices (nine), and the self-assembly process has been studied by 1D NMR, Diffusion NMR, ESI-MS and X-ray crystallographic analysis. V-shaped coordinating ligands reversibly form discrete M 2L4, M2L3, and M2L 2 complexes dependent on ligand/bismuth concentration, whereas a linear coordinating ligand forms a single discrete M3L3 assembly.
Palladium-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides
Shen, Xiaoqiang,Hyde, Alan M.,Buchwald, Stephen L.
supporting information; experimental part, p. 14076 - 14078 (2011/01/10)
The palladium-catalyzed conversion of aryl and vinyl triflates to aryl and vinyl halides (bromides and chlorides) has been developed using dialkylbiaryl phosphine ligands. A variety of aryl, heteroaryl, and vinyl halides can be prepared via this method in
