COPPER CATALYSED AZIDE-ALKYNE CYCLOADDITION INVOLVING 1,12-DIAZIDODODECANE AND 1,5-BENZODIAZEPINE2,4-DIONE DERIVATIVES

Copper catalysed azide-alkyne cycloaddition have been undertaken involving as azide 1,12diazido-dodecane and 1,5-dibenzyl-3-propargyl-1,5-benzodiazepine-2,4-dione 1 and 7-chloro-1,5-dipropargyl-1,5-benzodiazepine-2,4-dione 2 as dipolarophiles. The reactions studied led exclusively in each case to 3-(1-azidododecyl-1,2,3-triazol-4-ylmethyl)-1,5- benzodiazepine-2,4-dione 3 and a di-1,2,3-triazolyl macrocyclic ligand 4. The structures of compounds isolated 3 and 4 have been elucidated on the basis of 1H NMR, 13C NMR and comfirmed by a single crystal X-ray diffraction studies.