Abstract
THE formation of diazonium complexes from unsaturated amines is not a unique property of the aromatic series. Many, but not all, unsaturated heterocyclic amines respond similarly1. With aliphatic amino-compounds, nitrous acid, under certain conditions, may give a diazo-grouping but not an ionizable diazo-derivative. In the literature it would appear that aminoguanidine is the only straightchain compound so far recorded as being in line with the aromatic amines. Even in this example the tendency is to form an intermediate heterocyclic compound, and it is only under special conditions that a straight-chain diazonium derivative is obtained.
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REILLY, J., TEEGAN, J. & CAREY, M. Coupling of Diazonium Complexes from an Aliphatic Base. Nature 159, 643–644 (1947). https://doi.org/10.1038/159643a0
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DOI: https://doi.org/10.1038/159643a0
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