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Synthesis of Distally‐Bridged Chiral Resorcinarene Crowns
Author(s) -
Tan Daniel A.,
Massera Chiara,
McIldowie Matthew J.,
Mocerino Mauro
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000874
Subject(s) - resorcinarene , chemistry , diastereomer , enantiomer , supramolecular chemistry , stereochemistry , resolution (logic) , absolute configuration , molecule , crystallography , crystal structure , organic chemistry , artificial intelligence , computer science
Our interest in the potential of chiral tetramethoxy‐resorcinarene as agents for chiral recognition has led us to synthesise twelve distally‐bridged chiral resorcinarene crowns. The fascinating architecture of these partially‐enclosed chiral basket molecules is evident in the solid‐state structures which have been determined by single‐crystal X‐ray crystallography. Moreover, the enantiomers of these chiral resorcinarene crowns have been resolved via diastereomeric resolution, with the absolute configuration of the diastereomers being determined by X‐ray crystallography. This work enables further exploration of these enantio‐pure chiral baskets as possible chiral resolving agents.