Mechanically Interlocked Chiral Self-Templated [2]Catenanes from 2,6-Bis(1,2,3-triazol-4-yl)pyridine (btp) Ligands.

Chemistry

School of Chemistry, and SFI Synthesis and Solid State Pharmaceutical Centre (SSPC), Trinity Biomedical Sciences Institute (TBSI), Trinity College Dublin, The University of Dublin, Dublin 2, Ireland.

Published: August 2021

We report the efficient self-templated formation of optically active 2,6-bis(1,2,3-triazol-4-yl)pyridine (btp) derived homocircuit [2]catenane enantiomers. This represents the first example of the enantiopure formation of chiral btp homocircuit [2]catenanes from starting materials consisting of a classical chiral element; X-ray diffraction crystallography enabled the structural characterization of the [2]catenane. The self-assembly reaction was monitored closely in solution facilitating the characterization of the pseudo-rotaxane reaction intermediate prior to mechanically interlocking the pre-organised system via ring-closing metathesis.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8457180PMC
http://dx.doi.org/10.1002/chem.202101773DOI Listing

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