Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 13, Issue 14, Pages 3900-3906Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200601325
Keywords
ab initio calculations; carboxylic acids; hydrogen bonds; scanning tunneling microscopy; supramolecular self-assembly
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Hydrogen-bond formation between ionic adsorbates on an Ag(III) surface under ultrahigh vacuum was studied by scanning tunneling microscopy/spectroscopy (STM/STS), Xray photoelectron spectroscopy (XPS), near-edge X-ray absorption fine structure (NEXAFS), and molecular dynamics calculations. The adsorbate, 1,3,5-benzenetricarboxylic acid (trimesic acid, TMA), self-assembles at low temperatures (250-300 K) into the known open honeycomb motif through neutral hydrogen bonds formed between carboxyl groups, whereas annealing at 420 K leads to a densely packed quartet structure consisting of flat-lying molecules with one deprotonated carboxyl group per molecule. The resulting charged carboxylate groups form intermolecular ionic hydrogen bonds with enhanced strength compared to the neutral hydrogen bonds; this represents an alternative supramolecular bonding motif in 2D supramolecular organization.
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