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Homochiral Conglomerates and Racemic Crystals in Two Dimensions: Tartaric Acid on Cu(110)
Author(s) -
Romer Sara,
Behzadi Bahar,
Fasel Roman,
Ernst KarlHeinz
Publication year - 2005
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.200400962
Subject(s) - enantiopure drug , tartaric acid , enantiomer , deprotonation , chemistry , crystallography , lattice (music) , lattice constant , chiral resolution , chirality (physics) , monolayer , crystal structure , stereochemistry , organic chemistry , enantioselective synthesis , chiral symmetry , catalysis , physics , ion , nambu–jona lasinio model , quantum mechanics , quark , acoustics , diffraction , optics , citric acid , biochemistry
Two‐dimensional lattice structures formed by racemic tartaric acid on a single crystalline Cu(110) surface have been studied and compared with the enantiopure lattices. At low coverage, the doubly deprotonated bitartrate species is separated into two‐dimensional conglomerates showing opposite enantiomorphism. At higher coverage, however, a singly deprotonated monotartrate species forms a heterochiral, racemic crystal lattice. While the enantioseparated bitartrate system undergoes decomposition at the same temperature as the enantiopure system, the racemic monotartrate lattice has a lower thermal stability than the enantiopure lattice of identical periodicity and surface density. At monolayer saturation coverage, the pure enantiomers form a denser lattice than the racemate. This is in contrast to the three‐dimensional tartaric acid crystals, where the racemate crystallizes in a lattice of higher density, which is also more thermally stable than the enantiopure tartaric acid crystals.