Gold-containing derivatives of cyclopropanecarboxylic acid amides

Article abstract of DOI:10.1016/0022-328X(89)88012-X

The interaction of substituted cyclopropanecarboxylic acid amides with <(Ph3PAu)3O>BF4 (I) has been studied.The reaction of I with cyclopropanecarboxylic acid p-nitroanilide leads to the gold derivative with the Au-N bond, the small cycle being unaltered.The interactions between lithiated cyclopropanecarboxylic acid N,N-diethylamides and I afford the organogold derivatives of the amides with gold bonded to the carbon of the small cycle.The compounds obtained were characterized by IR, 1H and 13C NMR spectral data.An X-ray structural study of cyclopropane and 1-triphenylphosphinegold-1-diethylcarbamoylcyclopropane was carried out.The interaction of lithiated derivatives of cyclopropanecarboxylic acid amides, in excess, with I gives unexpectedly stable anionic complexes of gold(I), (e.g. 1-diethylcarbamoylcyclopropyl)aurate.The potassium salt is stable in air, and it was isolated after treatment of the lithium salt of bis(diethylcarbamoylcyclopropyl)aurate with potassium carbonate.Its dimeric nature was confirmed by an RDF study, the Au2K2 fragment being a distorted tetrahedron.