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Mechanically Interlocked Chiral Self‐Templated [2]Catenanes from 2,6‐Bis(1,2,3‐triazol‐4‐yl)pyridine (btp) Ligands
Author(s) -
McCarney Eoin P.,
Lovitt June I.,
Gunnlaugsson Thorfinnur
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202101773
Subject(s) - catenane , ring closing metathesis , enantiopure drug , self assembly , chemistry , enantiomer , pyridine , metathesis , stereochemistry , crystallography , combinatorial chemistry , molecule , organic chemistry , polymerization , enantioselective synthesis , catalysis , polymer
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.