Capture of mechanically interlocked molecules by rhodium-mediated terminal alkyne dimerisation

Abstract

The transition metal-mediated dimerisation of terminal alkynes is an attractive and atom-economic method for preparing conjugated 1,3-enynes. Using a phosphine-based macrocyclic pincer ligand, we demonstrate how this transformation can be extended to the synthesis of novel, hydrocarbon-based interlocked molecules: a rotaxane by ‘active’ metal template synthesis and a catenane by sequential ‘active’ and ‘passive’ metal template procedures.