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    Light-driven exchange between extended and contracted lasso-like isomers of a bistable [1]rotaxane
    (Royal Society of Chemistry, 2018-09-13) Saura-Sanmartin, Adrian; Martinez-Cuezva, Alberto; Pastor Vivero, Aurelia; Bautista, Delia; Berná Cánovas, José; Química Orgánica
    The synthesis of a set of benzylic amide [1]rotaxanes via a self-templating clipping approach is described. This methodology supposes the 1+1 coupling of isophthaloyl dichloride with an acyclic diamine precursor incorporating a templating arm. The structure of the threaded compounds was determined in both solution and solid state. The conversion into the corresponding unthreaded isomers, also obtained by deslipping of [2]rotaxane models, was evaluated in competitive and non-competitive hydrogen-bonding solvents. The switch of the extended and contracted lasso-like isomers of a bistable [1]rotaxane by an olefin isomerization promoted by UV light irradiation was also accomplished and their ring positional integrity examined.