Thermally labile dendronized AA-BB step polymers m-e described. First through third generation dendritic bisfuran monomers 6a-6c were prepared in part by the Cu(I)-catalyzed azide-alkyne Huisgen 1,3-dipolar cycloaddition reaction bind in turn polymerized by the reversible furan-maleimide Diels-Alder reaction. The Diels-Alder reaction conditions were optimized through end-capping studies with N-phenylmaleimide (7). Dendronized step polymers 10a-10c were then formed front reaction with bismaleimide 9 and their assembly, disassembly, and reassembly behavior studied by GPC.