Isothiocyanates aromatic, reduction

AletalHydrides. Metal hydrides can sometimes be used to prepare amines by reduction of various functional groups, but they are seldom the preferred method. Most metal hydrides do not reduce nitro compounds at all (64), although aUphatic nitro compounds can be reduced to amines with lithium aluminum hydride. When aromatic amines are reduced with this reagent, a2o compounds are produced. Nitriles, on the other hand, can be reduced to amines with lithium aluminum hydride or sodium borohydride under certain conditions. Other functional groups which can be reduced to amines using metal hydrides include amides, oximes, isocyanates, isothiocyanates, and a2ides (64). 

Following the strategy described above involving ipso-fhioro displacement and subsequent reduction, the resulting ortko-phenylenediamines were treated with several aromatic isothiocyanates in the presence of N,N -dicyclohexylcarbodiimide... 

Aromatic isothiocyanates have been investigated polarographically in acid solution, a four-electron wave or two poorly separated two-electron waves are found, whereas a single two-electron wave occurs in alkaline solution [45,46]. Controlled potential reduction of phenylisothiocyanate (V) in alkaline solution yielded thioformanilide (VI), as in Eq. (11) [45]. VI in acid solution is reduced at the second wave of V. 

Reviews cover the topics alkynethiolates in synthesis " oxygen-exchange reactions of sulphoxides sulphonyldiazomethanes C—S bond cleavage acyl isothiocyanates radical reactions of sulphur compounds addition of sulphenyl halides to olefins " sulphenamidcs mercaptoethylation of amines sulphur as a chiral centre " stereochemistry of S and S " compounds " reductive cleavage of sulphides, synthetic uses of alkene- and alkyne-thiolates, and thio-Claisen rearrangements nucleophilic displacements at sulphur in disulphides aromatic... 

Here, the isothiocyanate containing aromatic compoimd receives electron on the negative electrode surface and is reduced to a radical. The thus produced radical acts as a polymerization initiator in the polymerization reaction. In addition, since the radical is continuously easily produced with the pol5meiization reaction, the polymerization reaction may be continuously occurring. In this way, a solid electrolyte interface film may be produced on the negative electrode surface. It has been found that the reduction potential of 4-nitrophenyl isothiocyanate was remarkably lower than the reduction potential of ethylene carbonate (93). 

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