One-pot synthesis of porphyrin-based rotaxanes†
A one-pot reaction is used to make a series of rotaxanes. The protocol involves simultaneous threading-followed-by-stoppering to trap a macrocycle (dibenzocrown-8, DB24C8) on an axle to form a mechanically interlocked molecule (MIM) – in this case a rotaxane – and the condensation of an aldehyde with a pyrrole to form a porphyrin precursor. For each rotaxane, a different combination of recognition site and stoppering group was used; the protonation state of the rotaxane can be used to generate different co-conformational states for each rotaxane making these systems potential multi-state switches for further study in solution or the solid-state.
- This article is part of the themed collections: Editor’s Collection, Organic & Biomolecular Chemistry HOT article collection and Supramolecular chemistry in OBC