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    The thermal decomposition of some N,N'-diarylethylenediamine hydrobromides

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    Author
    Sutherland, G. J.
    Date
    1961
    Permanent Link
    http://hdl.handle.net/10092/8949
    Thesis Discipline
    Chemistry
    Degree Grantor
    University of Canterbury
    Degree Level
    Masters
    Degree Name
    Master of Science

    A few N,N’- diarylethylenediamines have been prepared, and decomposed with hydrogen bromide at elevated temperatures. An examination of the products has shown that the expected fused-ring heterocyclic compounds, e.g. indoline, are not formed; instead the main products are the corresponding 1,4-diphenylpiperazines and primary arylamines. Small quantities of other compounds have also been found. The significance of the various products has been discussed, and the total relevant evidence used in proposing a reaction scheme. The absence of fused-ring heterocyclics has been explained on steric and electronic grounds, and a comparison with syntheses of five-membered fused-ring compounds made.

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