Functionalization of luminescent lanthanide-gallium metallacrowns using copper-catalyzed alkyne-azide cycloaddition and thiol-maleimide Michael addition

The synthesis and characterization of {Ln[12-MCGaIIIN(eshi)-4]}2(iph)4 and {Ln[12-MCGaIIIN(shi)-4]}2(miph)4 metallacrowns (MCs), where shi3− is salicylhydroximate, eshi3− is 4-ethynylsalicylhydroximate, iph2− is isopthalate, and miph2− is 5-maleimidoisophthalate, is reported. The ethynyl functionality allows for coupling of MCs to azides using copper(I) catalyzed alkyne-azide cycloaddition (CuAAC), while the maleimido functionality allows for...