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Synthesis of Axially Chiral 4,4′‐Bipyridines and Their Remarkably Selective Self‐Assembly into Chiral Metallo‐Supramolecular Squares
Author(s) -
Rang Alexander,
Engeser Marianne,
Maier Norbert M.,
Nieger Martin,
Lindner Wolfgang,
Schalley Christoph A.
Publication year - 2008
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.200800113
Subject(s) - enantiopure drug , supramolecular chemistry , enantiomer , axial symmetry , preference , chemistry , chirality (physics) , chiral column chromatography , combinatorial chemistry , stereochemistry , organic chemistry , physics , mathematics , molecule , enantioselective synthesis , catalysis , quantum mechanics , chiral symmetry breaking , statistics , nambu–jona lasinio model , quark
A preferred choice : Prochiral 3,3′,5,5′‐tetramethyl‐4,4′‐bipyridine can be converted into two types of axially chiral 4,4′‐bipyridine compounds, separable into enantiomers by chiral HPLC. The obtained enantiopure bipyridines were sufficiently stable in solution to be used in the self‐assembly of chiral metallo‐supramolecular squares, which reveal a remarkable preference for one of ten possible structures (shown here).