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A Molecular Knot with Twelve Amide Groups—One‐Step Synthesis, Crystal Structure, Chirality
Author(s) -
Safarowsky Oliver,
Nieger Martin,
Fröhlich Roland,
Vögtle Fritz
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(20000502)39:9<1616::aid-anie1616>3.0.co;2-y
Subject(s) - chirality (physics) , knot (papermaking) , amide , crystal structure , chemistry , crystallography , stereochemistry , materials science , physics , organic chemistry , chiral symmetry , quantum mechanics , nambu–jona lasinio model , composite material , quark
A 20% yield (!) of new knot‐shaped molecules with amide structure is surprisingly obtained from simple building blocks in a one‐step synthesis. The molecular structure is confirmed by X‐ray structure analysis. The centrosymmetric unit cell and attempts at chromatographic enantiomeric separation on chiral column material reveals that the trefoil knot (see picture) is, as expected, topologically chiral, although it does not contain any common chiral elements such as stereocenters.