Mechanically Interlocked Chiral Self-Templated [2]Catenanes from 2,6-Bis(1,2,3-triazol-4-yl)pyridine (btp) Ligands |
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Authors: | Dr Eoin P McCarney June I Lovitt Prof Thorfinnur Gunnlaugsson |
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Institution: | 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 |
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Abstract: | 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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Keywords: | chiral [2]catenanes chiroptical interlocked pre-organisation self-templated |
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