TY  - JOUR
AU  - Han, B.
AU  - Li, Z.
AU  - Wandlowski, Th.
TI  - Adsorption and Self-assembly of Aromatic Carboxylic Acids on Au/electrolyte Interfaces
JO  - Analytical and bioanalytical chemistry
VL  - 388
SN  - 1618-2642
CY  - Berlin
PB  - Springer
M1  - PreJuSER-58664
SP  - 121 - 129
PY  - 2007
N1  - Record converted from VDB: 12.11.2012
AB  - The adsorption and self-assembly of benzoic acid (BA), isophthalic acid (IA), and trimesic acid (TMA) on Au(111) single crystals and on Au(111-25 nm) quasi-single crystalline film electrodes have been investigated in 0.1 M HClO4 by combining in situ surface-enhanced infrared reflection absorption spectroscopy (SEIRAS) and scanning tunneling microscopy (STM) with cyclic voltammetry. All three acids are physisorbed on the electrode surface in a planar orientation at negative charge densities. Excursion to positive charge densities (or more positive potentials) causes an orientation change from planar to perpendicular. Chemisorbed structures are formed through the coordination of a deprotonated carboxyl group to the positively charged electrode surface. The three acid molecules assemble in different ordered patterns, which are controlled by pi-stacking (BA) or intermolecular hydrogen bonds between COOH groups (IA, TMA). A detailed analysis of the potential and time dependencies of the nu(C=O), nus(OCO), and nu(C-OH) vibration modes shows that the strength of lateral interactions increases upon chemisorption with an increasing number of COOH groups in the sequence of BA<IA<TMA. The vibration bands shift to higher wavenumbers due to dipole-dipole coupling, Stark tuning, and electron back donation from the electrode to COO-. In addition, an "indirect" electron donation to the COOH groups takes place via the conjugated molecular skeleton superimposed on the intermolecular hydrogen bonding.
KW  - Adsorption
KW  - Benzoic Acid: chemistry
KW  - Electrochemistry
KW  - Electrolytes: chemistry
KW  - Gold: chemistry
KW  - Models, Molecular
KW  - Phthalic Acids: chemistry
KW  - Surface Properties
KW  - Tricarboxylic Acids: chemistry
KW  - Electrolytes (NLM Chemicals)
KW  - Phthalic Acids (NLM Chemicals)
KW  - Tricarboxylic Acids (NLM Chemicals)
KW  - isophthalate (NLM Chemicals)
KW  - trimesic acid (NLM Chemicals)
KW  - Benzoic Acid (NLM Chemicals)
KW  - Gold (NLM Chemicals)
KW  - J (WoSType)
LB  - PUB:(DE-HGF)16
C6  - pmid:17318516
UR  - <Go to ISI:>//WOS:000245292200015
DO  - DOI:10.1007/s00216-007-1166-6
UR  - https://juser.fz-juelich.de/record/58664
ER  -