Abstract: | The chemoenzymatic synthesis of new side-chain polyrotaxanes ( 6 ) bearing non-covalently attached cyclodextrins is described. Starting from 11-methacryloylaminoundecanoic acid, up to 8 units of 12-hydroxylauric acid were condensed in the presence of a lipase from Candida antarctica. They were copolymerized with methyl methacrylate to comb-like polymers ( 4 ) bearing free carboxylic groups at the end of the oligoester side chains. These free carboxylic groups were then condensed chemically with a nucleophilic barrier group, N-(4-aminobutanoyl)-4-triphenylmethylaniline ( 5 ), in the presence of dimethylated β-cyclodextrin, yielding new polyrotaxanes that contain statistically more than 1 ring component per side chain. |