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Stereochemical studies on chiral systems in two dimensions
Author(s) -
Weissbuch Isabelle,
Kuzmenko Ivan,
Berfeld Maria,
Leiserowitz Leslie,
Lahav Meir
Publication year - 2000
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/1099-1395(200007)13:7<426::aid-poc265>3.0.co;2-#
Subject(s) - chemistry , computational chemistry , stereochemistry
Structural studies on two‐dimensional films of chiral amphiphiles at the air–solution interface, as investigated in situ primarily by grazing incidence x‐ray diffraction (GIXD) using synchrotron radiation, yielded the crystalline packing arrangement at almost the molecular level. Results regarding three different topics are described. (1) It has proven possible to establish whether racemic mixtures of amphiphiles spread on water self‐organize into 2‐D crystals in which the two enantiomers either form heterochiral domains or spontaneously separate into enantiomorphous islands composed of homochiral molecules. Diastereoisomeric acid–base interactions between two different chiral amphiphiles were also used to achieve spontaneous chiral separation in two dimensions. (2) Ordered binding of solute molecules to the chiral amphiphiles could be applied in order to study their enantioselective interactions with chiral solutes present in the aqueous subphase. (3) Crystalline multilayer films of supramolecular architecture composed of water‐soluble and water‐insoluble chiral components may be formed at the air–solution interface and their packing arrangement determined by GIXD. Copyright © 2000 John Wiley & Sons, Ltd.