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The Chemistry Of Some Unusual Carbodiimides, Donald Melvin Plautz

Electronic Theses and Dissertations

Several N¹-alkyl-N²-(N,N-dialkylamino)carbodiimides, which were found to form dimeric species, were prepared, and the structure of the dimeric species determined. A study of the reaction chemistry of both the monomeric and dimeric carbodiimides led to the conclusion that dimerization occurred via a (π2s + π2a) ground-state, symmetry-allowed mechanism, and that thermal decomposition of the dimeric species occurred via a (π2s +-π2s) excited-state, symmetry-allowed mechanism. Although dialkylphosphoramidates have been shown to be useful intermediates in the preparation of unsaturated organic nitrogen compounds, N-acyl- and N-imino-dialkylphosphorohydrazidates were found to be too unstable, forming trialkylphosphates upon distillation, to be of …