Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 18, Issue 23, Pages 4395-4400Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0ob00906g
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Funding
- Natural Sciences and Engineering Research Council of Canada
- Canada Research Chair Programs
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A one-pot reaction is used to make a series of [5]rotaxanes. The protocol involves simultaneous threading-followed-by-stoppering to trap a macrocycle (dibenzo[24]crown-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 [5]rotaxane, a different combination of recognition site and stoppering group was used; the protonation state of the [5]rotaxane can be used to generate different co-conformational states for each [5]rotaxane making these systems potential multi-state switches for further study in solution or the solid-state.
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