Synthesis of polyyne rotaxanes.

Levon D Movsisyan, Dmitry V Kondratuk, Michael Franz, Amber L Thompson, Rik R Tykwinski, Harry L Anderson

Oxford University, Department of Chemistry, Chemistry Research Laboratory, Oxford OX1 3TA, UK.

Organic letters 2012 Jul 6

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Active-metal templating has been used to synthesize rotaxanes consisting of a phenanthroline-based macrocycle threaded around a C8, C12, or C20 polyyne chain. The crystal structure of the C12 rotaxane has been determined. In the rhenium(I) carbonyl complex of this rotaxane, with Re(CO)(3)Cl coordinated to the phenanthroline macrocycle, the proximity of the polyyne chain quenches the luminescence of the rhenium. These rotaxanes offer a new approach to controlling the environment and interactions of a polyyne chain.

Citation

Levon D Movsisyan, Dmitry V Kondratuk, Michael Franz, Amber L Thompson, Rik R Tykwinski, Harry L Anderson. Synthesis of polyyne rotaxanes. Organic letters. 2012 Jul 6;14(13):3424-6