Novel dioxadiazadecalin podands and their heavy metal ion complexes

We present new approaches to podands based on the recently introduced 1,5-d ioxa-3,7-diazadecalin (DODAD) core, with functionalized termini in the 2,6- and/or 3,7-positions. Two such podands (12, 14) were prepared and their st ructures and conformations were studied by NMR. Compound 14 was also analyz ed by X-ray and computational (CFF98) techniques. Both podands underwent co mplexation with cadmium ions, with active participation of the dioxadiazade calin core cavity. The Cd2+ complexes were studied by NMR and MS techniques . Allosteric effects were observed in the complexation of 12, whereas 14 wa s preorganized for complexation.