Copper aromatic compounds

It resembles tetracyanoethylene in that it adds reagents such as hydrogen (31), sulfurous acid (31), and tetrahydrofuran (32) to the ends of the conjugated system of carbon atoms suffers displacement of one or two cyano groups by nucleophilic reagents such as amines (33) or sodiomalononittile (34) forms TT-complexes with aromatic compounds (35) and takes an electron from iodide ion, copper, or tertiary amines to form an anion radical (35,36). The anion radical has been isolated as salts of the formula (TCNQ) where is a metal or ammonium cation, and n = 1, 1.5, or 2. Some of these salts have... 

In 1968 the Monsanto Company announced the availability of novel soluble low molecular weight polyphenylene resins. These may be used to impregnate asbestos or carbon fibre and then cross-linked to produce heat-resistant laminates. The basic patent (BP 1037111) indicates that these resins are prepared by heating aromatic sulphonyl halides (e.g. benzene-1,3-disulphonyl dichloride) with aromatic compounds having replaceable nuclear hydrogen (e.g. bisphenoxy-benzenes, sexiphenyl and diphenyl ether). Copper halides are effective catalysts. The molecular weight is limited initially by a deficiency in one component. This is added later with further catalyst to cure the polymer. 

BROMINATION OF AROMATIC COMPOUNDS WITH ALUMINA-SUPPORTED COPPER(II) BROMIDES... 

The usual aromatic bromination are performed by free bromine in the presence of a catalyst, most often iron. However, liquid bromine is not easy to handle because of its volatile and toxic character. On the other hand, alumina-supported copper(II) bromide can be treated easily and safely as a solid brominating reagent for aromatic compounds. The advantages of this procedure using the solid reagent are simple workups, mild conditions, and higher selectivities. Products can be isolated in good yield by simple filtration and solvent evaporation, and no extraction steps are required. 

It has been shown e that two mechanisms, elimination-addition (benzyne) and SN2 displacement, are operative in the liquid-phase hydrolysis of halogenatcd aromatic compounds. The formation of isomeric phenols as a result of the availability of the benzyne route makes the reaction of limited synthetic value. The incorporation of the copper-cuprous oxide system suppresses reaction via the benzyne route, so that the present method has general utility for the preparation of isomer-free phenols. For example, >-cresol is the only cresol formed from -bromotoluene under the conditions of this preparation. 

Hydrolysis, of ethyl a-(isopropylid-eneaminooxy)propionate, 48,121 of halogenated aromatic compounds in the presence of copper and cuprous oxide, 48, 96 of fl-iso valerol ac tam-N-su 1 fony 1 chloride to give /S-isovalerolactam, 46,51... 

---