New macrocyclic ligands. vii. the synthesis of mixed-donor spiro-linked macrocycles

초록

The syntheses of five new spiro -linked bis-macrocyles, incorporating four ether oxygen and four or six secondary nitrogen heteroatoms, are reported. Two strategies were employed-the first involved the condensation of a spiro tetraaldehyde with 2 equiv. of ethane-1, 2-diamine or propane-1, 3-diamine or 2, 2′-diaminodiethylamine followed by in situ reduction of the resulting intermediate tetraimines. The second procedure began with pentaerythrityl tetraamine [C(CH2NH2)4] which was then condensed with 2 equiv. of a dialdehyde moiety in which two ether oxygen atoms, bridged by either two or three methylene groups, were incorporated in its backbone. A related in situ reduction step to that employed in the first procedure then yielded the required double-ring macrocycles. For use in comparative studies, the corresponding single-ring macrocycles were also synthesized where they had not been reported previously. © 1995 ASEG.