Chelating properties of alpha-oximinocarboxamides-I alpha-Oximinophenylacetamide isomers.
Various polyfunctional oximes chelate with metals pro vided that the other functional group is proximal to the oxime and contains a good donor atom or is a good donor itself. Thus alpha-oximinocarboxamides are potential chelating agents of analytical value since the amide function attached to the carbon atom bearing the oxime has two groups capable of functioning as donors (ketone and amine). Two isomers of alpha-oximinophenylacetamide (AOPA) were obtained by two different synthetic routes, and structures were assigned by spectrometric methods. syn-AOPA was found to have chelating properties, but the anti-isomer did not. The synthesis and details of structure assignments are reported here.
Coviello
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Department of Chemistry, College of Pharmacy University of Illinois at the Medical Center Chicago, Illinois 60612 U.S.A.
El-Fatatry
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HM