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Chiral Self‐Recognition and Self‐Discrimination of Strapped Perylene Bisimides by π‐Stacking Dimerization
Author(s) -
SafontSempere Marina M.,
Osswald Peter,
Radacki Krzysztof,
Würthner Frank
Publication year - 2010
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.201001137
Subject(s) - stacking , perylene , enantiomer , chemistry , molecule , stereochemistry , preference , supramolecular chemistry , crystallography , organic chemistry , mathematics , statistics
Narcissism of molecules! Configurationally restricted chiral perylene bisimide dyes show a very strong preference for the formation of homochiral dimers (self‐recognition) (red pair) upon π stacking in solution. Minor amounts of heterochiral dimers (red– yellow pair) enable the determination of P / M enantiomeric ratios by 1 H NMR spectroscopy without using any chiral auxiliary.