SYNTHESIS, NMR INVESTIGATION AND FAB-MS CHARACTERIZATION OF 1-AMINO-2-ARYLMETHYL-DIPHOSPHONATE ESTERS

Autor: Failla, Salvatore, Finocchiaro, Paolo, Hagele, Gerhard, Rapisardi, Roberto
Zdroj: Phosphorus, Sulfur, and Silicon and the Related Elements; January 1993, Vol. 82 Issue: 1 p79-89, 11p
Abstrakt: Variously substituted amino aryl-methyl-diphosphonate ethyl esters have been prepared in good yields by adding diethyl phosphonate to the corresponding Schiff bases. All compounds were characterized by NMR and MS-FAB techniques, which reveal the presence of peaks or fragmentation patterns very useful and diagnostic for constitutional assignment. Evidences for a stereospecific addition of diethyl phosphonate to the two - CH·N - sites in diaryl diimines have been observed. The presence of heteroaromatic rings such as pyridine or azo-groups renders such compounds also very attractive for complexation studies towards metals; thus, these molecules are for potential uses in agrochemistry and biodiagnostic medicine.
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