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Phenoxathiin anodic oxidation

Hydroxylation involving disproportionation has also been proposed as the initial step in the anodic oxidation of 2,4,6-tri-t-butyl-anilinc [24] to the mono-iminoquinone [25] (Cauquis et al., 1968), in the anodic oxidation of tetraphenylpyrrole to the hydroxy derivative [26J (Libert et al., 1973), and in the anodic oxidation of phenoxaselenine (Cauquis and Maurey-Mey, 1973). In contrast with the last result, the anodic oxidation of phenoxathiin to phcnoxathiin... [Pg.230]

Phenoxanthin, 68 X = S Y = O, is prepared by the electrochemical oxidation of diphenyl ether in dichloromethane and trichloroacetic acid containing tetraethyl-ammonium perchlorate at a composite anode of carbon and sulphur. The anode generates sulphur cations, which carry out electrophilic substitution on the benzene ring [237], Phenoxathiin radical-cation, formed at the potential of the fust oxidation wave, has been characertised by esr spectroscopy [238],... [Pg.231]

The preparation of dibenzo[6,e ][ 1,4]dioxin cation radical (66) has been achieved by oxidation of the heterocycle in ethyl acetate-lithium perchlorate at a platinum anode, using a controlled potential of 1.2 volts vs. Ag-AgC104. The blue solid collected at the anode contained between 85-90% of (66) as the perchlorate (74JHC139). The purple cation radical perchlorate of phenoxathiin, (67), is obtained in high purity by oxidation of phenoxathiin in benzene with 70% perchloric acid-acetic acid (75JOC2756). Similar perchloric acid oxidation of thianthrene affords the dark reddish brown perchlorate of (68) (69JOC3368) and the heterocycle can also be oxidized on a preparative scale with antimony pentachloride (62JCS4963). [Pg.968]


See other pages where Phenoxathiin anodic oxidation is mentioned: [Pg.1019]   
See also in sourсe #XX -- [ Pg.11 , Pg.354 ]




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