Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 31, Pages 8938-8943Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201603213
Keywords
anion hosts; catenanes; ring-closing metathesis; self-templating; triazoles
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Funding
- Irish Research Council (IRC)
- TCD School of Chemistry
- Science Foundation Ireland (SFI) [PI 2013 13/IA/1865]
- EU Commission (Marie Curie Fellowship)
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We report the remarkable ability of 2,6-bis(1,2,3-triazol-4-yl)pyridine (btp) compounds 2 with appended olefin amide arms to self-template the formation of interlocked [2]catenane structures 3 in up to 50% yield when subjected to olefin ring-closing metathesis in CH2Cl2. X-ray diffraction crystallography enabled the structural characterization of both the [2] catenane 3a and the non-interlocked macrocycle 4a. These [2]catenanes showed selective triazolyl hydrogen-bonding interactions with the tetrahedral phosphate anion when screened against a range of ions; 3a,b are the first examples of selective [2]catenane hosts for phosphate.
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