SYNTHESE DE DILACTONES MACROCYCLIQUES ASSISTEE PAR LES ORGANOSTANNIQUES APPLICATION AUX MACROCYCLES SOUFRES (SULFURES, SULFOXYDES, DISULFURES) COMPLEXATION SELECTIVE DE L'ION Ca(2+)

Article abstract of DOI:10.1016/S0040-4020(01)87317-8

Tin "template driven" condensation of diacid fluorides with triphenyltin derivatives of diols affords macrocyclic dilactones in good yields.The reaction proceeds at moderate dilution conditions from diacids and diols without isolation of the intermediate activated species.The dilution, temperature and ring-size effects on this reaction are detailed.This method is applied to the praparation of sulfur-, disulfide- and sulfoxide-containing macrocyclic dilactones, as well as to the preparation of chiral macrocycles derived from α-aminoacids.The binding abilities of these twelve new ligands (12- to 21-membered rings) are estimated by picra te extraction from water to chloroform.Selective complexation for calcium is found in some cases.