Adsorbed States of phosphonate derivatives of N-heterocyclic aromatic compounds, imidazole, thiazole, and pyridine on colloidal silver: comparison with a silver electrode.
Here, we report a systematic surface-enhanced Raman spectroscopy (SERS) study of the structures of phosphonate derivatives of the N-heterocyclic aromatic compounds imidazole (ImMeP ([hydroxy(1H-imidazol-5-yl)methyl]phosphonic acid) and (ImMe)(2)P (bis[hydroxy-(1H-imidazol-4-yl)-methyl]phosphinic acid)), thiazole (BAThMeP (butylaminothiazol-2-yl-methyl)phosphonic acid) and BzAThMeP (benzylaminothiazol-2-yl-methyl)phosphonic acid)), and pyridine ((PyMe)(2)P (bis[(hydroxypyridin-3-yl-methyl)]phosphinic acid)) adsorbed on nanometer-sized colloidal particles. We compared these structures to those on a roughened silver electrode surface to determine the relationship between the adsorption strength and the geometry. For example, we showed that all of these biomolecules interact with the colloidal surface through aromatic rings. However, for BzAThMeP, a preferential interaction between the benzene ring and the colloidal silver surface is observed more so than that between the thiazole ring and this substrate. The PC(OH)C fragment does not take part in the adsorption process, and the phosphonate moiety of ImMeP and (ImMe)(2)P, being removed from the surface, only assists in this process.
Podstawka
Edyta
E
Regional Laboratory of Physicochemical Analysis and Structural Research, Faculty of Chemistry, Jagiellonian University, 30-060 Krakow, Poland. podstawk@chemia.uj.edu.pl
Olszewski
Tomasz K
TK
Boduszek
Bogdan
B
Proniewicz
Leonard M
LM
D000327:Adsorption; D002621:Chemistry / Q000379:methods; D003102:Colloids / Q000737:chemistry*; D004566:Electrodes; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry*; D053768:Metal Nanoparticles / Q000737:chemistry; D008956:Models, Chemical; D063065:Organophosphonates / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D012834:Silver / Q000737:chemistry*; D013053:Spectrophotometry / Q000379:methods*; D013499:Surface Properties; D013844:Thiazoles / Q000737:chemistry*
D003102:Colloids; D006841:Hydrocarbons, Aromatic; D007093:Imidazoles; D063065:Organophosphonates; D011725:Pyridines; D013844:Thiazoles; D012834:Silver; C023666:pyridine