New strategies for synthesizing polyyne polyrotaxanes are being developed as an approach to stable carbyne 'insulated molecular wires'. Here we report an active metal template route to polyyne [3]rotaxanes, using dicobalt carbonyl masked alkyne equivalents. We synthesized two [3]rotaxanes, both with the same C28 polyyne dumbbell component, one with a phenanthroline-based macrocycle and one using a 2,6-pyridyl cycloparaphenylene nanohoop. The thermal stabilities of the two rotaxanes were compared with that of the naked polyyne dumbbell in decalin at 80 °C, and the nanohoop rotaxane was found to be 4.5 times more stable.
Keywords:
acetylene
,polyyne
,rotaxane
,template-directed synthesis
,Thermal stability