Probing the Ag, Au, and Cu electrode/pyridine-α-hydroxymethyl biphenyl phosphine oxide isomer interface with SERS

Applied Surface Science

Volumn 335, Issue , 2015, Pages 167-183

  Pięta, Ewa ^a   Proniewicz, Edyta ^b   Boduszek, Bogdan ^c   Olszewski, Tomasz K ^c   Nattich Rak, Małgorzata ^d   Kim, Younkyoo ^e  

^a JAGIELLONIAN UNIVERSITY   (Poland)

^b AGH UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Poland)

^c WROCLAW UNIVERSITY OF TECHNOLOGY   (Poland)

^d INSTITUTE OF CATALYSIS AND SURFACE CHEMISTRY   (Poland)

^e Hankuk University of Foreign Studies   (South Korea)

Author keywords

Atomic force microscopy, AFM; Electrode; Fourier transform Raman spectroscopy, FT RS; Pyridine hydroxymethyl biphenyl phosphine oxides; Surface enhanced Raman spectroscopy, SERS

Indexed keywords

ATOMIC FORCE MICROSCOPY; GOLD DEPOSITS; ISOMERS; METHANOL; PH; PHOSPHORUS COMPOUNDS; PLANTS (BOTANY); PYRIDINE; RAMAN SCATTERING; RAMAN SPECTROSCOPY; SOLUTIONS; SURFACE SCATTERING;

ELECTRODE POTENTIALS; FOURIER-TRANSFORM RAMAN SPECTROSCOPY; PHOSPHINE OXIDE; PHYSIOLOGICAL PH; POTENTIAL-DEPENDENT; SURFACE ENHANCED RAMAN SCATTERING (SERS); SURFACE ENHANCED RAMAN SPECTROSCOPY; TWODIMENSIONAL CORRELATION ANALYSIS;

ELECTRODES;

EID: 84930484004     PISSN: 01694332     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.apsusc.2015.02.048     Document Type: Article

References (47)

1. Y.S. Higasio, and T. Shoji Heterocyclic compounds such as pyrroles, pyridines, pyrollidins, piperdines, indoles, imidazol and pyrazins Appl. Catal. A-Gen. 221 2001 197 207
2. J. Habdas, and B. Boduszek Synthesis of 5-(4′-carboxyphenyl)-10, 15,20-tris-(4 pyridyl)-porphyrin and its peptidyl phosphonate derivatives J. Pept. Sci. 15 2009 305 311
3. B. Bauvois, and D. Dauzonne Aminopeptidase-N/CD13 (EC 3.4.11.2) inhibitors: chemistry, biological evaluations, and therapeutic prospects Med. Res. Rev. 26 2006 88 130
4. H. Chen, and B.P. Roques Design of the first highly potent and selective aminopeptidase N (EC 3.4.11.2) inhibitor Bioorg. Med. Chem. Lett. 9 1999 1511 2151
5. C. Antczak, I. De Meester, and B. Bauvois Ectopeptidases in pathophysiology Bioessays 23 2001 251 260
6. C. Antczak, I. De Meester, and B. Bauvois Transmembrane proteases as disease markers and targets for therapy J. Biol. Regul. Homeostasis Agents 15 2001 130 139
7. L. Su, Y. Jia, X. Wang, L. Zhang, H. Fang, and W. Xu Discovery of a synthetic aminopeptidase N inhibitor LB-4b as a potential anticancer agent Bioorg. Med. Chem. Lett. 23 2013 2512 2517
8. C. Schmitt, M. Voegelin, A. Marin, M. Schmitt, F. Schegg, P. Hénon, D. Guenot, and C. Tarnus Selective aminopeptidase-N (CD13) inhibitors with relevance to cancer chemotherapy Bioorg. Med. Chem. 21 2013 2135 2144
9. L. Su, J. Cao, Y. Jia, X. Zhang, H. Fang, and W. Xu Development of synthetic aminopeptidase N/CD13 inhibitors to overcome cancer metastasis and angiogenesis ACS Med. Chem. Lett. 3 2012 959 964
10. R. Lipiński, L. Chrus̈ciński, P. Młynarz, B. Boduszek, and H. Kozłowski Coordination abilities of amino-phosphonate derivatives of pyridine Inorg. Chim. Acta 322 2001 157 161
11. M. Moskovits Surface-enhanced spectroscopy Rev. Mod. Phys. 57 1985 783 826
12. D.Y. Wu, X.M. Liu, S. Duan, X. Xu, B. Ren, S.H. Lin, and Z.Q. Tian Chemical enhancement effects in SERS spectra: a quantum chemical study of pyridine interacting with copper, silver, gold and platinum metals J. Phys. Chem. A 112 2008 4195 4204
13. K. Kneipp, M. Moskovits, and H. Kneipp Surface-Enhanced Raman Scattering - Physics and Applications 2006 Springer Heidelberg Berlin
14. M. Cao, L. Zhou, X. Xu, S. Cheng, J.L. Yao, and L.J. Fan Galvanic replacement approach for bifunctional polyacrylonitrile/Ag-M (M̗ Au or Pd) nanofibers as SERS-active substrates for monitoring catalytic reactions J. Mater. Chem. A 1 2013 8942 8949
15. H. Chang, and K.C. Hwang The behavior of pyridine, pyridinum ion, and pyridinum halide on a Ag electrode and their SERS spectra J. Am. Chem. Soc. 106 1984 6586 6592
16. Z.Q. Tian, B. Ren, and D.Y. Wu Surface-enhanced Raman scattering: from noble to transition metals and from rough surfaces to ordered nanostructures J. Phys. Chem. B 37 2002 9463 9483
17. 3 COOH J. Mol. Struct. 959 2010 80 86
18. L.J. Cao, A.Y. Li, L. Xu, and Y. Zhang A computational study on the ring stretching modes of halogen-substituted pyridine involved in H-bonding Int. J. Quantum Chem. 112 2012 498 508
19. G.F.S. Andrade, and M.L.A. Temperini Identification of species formed after pyridine adsorption on iron, cobalt, nickel and silver electrodes by SERS and theoretical calculations J. Raman Spectrosc. 40 2009 1989 1995
20. + , and Pt) complexes J. Phys. Chem. A 106 2002 9042 9052
21. N. Ohta, and I. Yagi In situ surface-enhanced Raman scattering spectroscopic study of pyridine adsorbed on gold electrode surfaces comprised of plasmonic crystal structures J. Phys. Chem. C 112 2008 17603 17610
22. S. Ma, and G. Wu Surface enhanced Raman study of the pyridine-iodine charge transfer complex on the silver electrode J. Mol. Struct. 372 1995 127 130
23. M. Udagawa, C.C. Chou, J.C. Hemminger, and S. Ushioda Raman scattering cross section of adsorbed pyridine molecules on a smooth silver surface Phys. Rev. B 23 1981 6843 6846
24. H. Yamada Charge-transfer band and SERS mechanism for the pyridine-Ag system Surf. Sci. 182 1987 269 286
25. K.P. Srivastava, S.K. Srivataw, V.K. Singh, and G. Sinha Quantum chemical studies on molecular structures of copper-pyridine complexes Chem. Sci. Trans. 2 2013 1379 1385
26. G. Mizutani, and S. Ushioda Normal mode analysis of surface adsorbed and coordinated pyridine molecule J. Chem. Phys. 91 1989 598 602
27. W. Goldeman, and B. Boduszek Aminophosphinic acids in a pyridine series, part 2: synthesis of 2-, 3-, and 4-pyridyl derivatives of 1-(benzylamino)-methyl-H-phosphinic acids Phosphorus Sulfur 184 2009 1413 1425
28. B. Boduszek, T. Olszewski, W. Goldeman, and M. Konieczna Aminophosphinic acids in a pyridine series: cleavage of pyridine-2- and pyridine-4-methyl(amino)phosphinic acids in acidic solutions Phosphorus Sulfur 181 2006 787 795
29. W. Goldeman, T.K. Olszewski, B. Boduszek, and W. Sawka-Dobrowolska Aminophosphine oxides in a pyridine series. Studies on the cleavage of pyridine-2- and pyridine-4-yl-(N-benzylamino)-methyldiphenylphosphine oxides in acidic solutions Tetrahedron 62 2006 4506 4518
30. E. Proniewicz, E. Pięta, K. Zborowski, A. Kudelski, B. Boduszek, T.K. Olszewski, Y. Kim, and L.M. Proniewicz Raman, surface-enhanced Raman, and DFT characterization of (diphenylphosphoryl)(pyridin-2-, -3-, and -4-yl)methanol J. Phys. Chem. A 118 2014 5614 5625
31. E. Roth, G.A. Hope, D.P. Schweinsberg, W. Kiefer, and P.M. Fredericks Simple technique for measuring surface-enhanced Fourier transform Raman spectra of organic compounds Appl. Spectrosc. 47 1993 1794 1800
32. B. Kazakevičiene, G. Valincius, G. Niaura, Z. Talaikyte, M. Kažemekaite, and V. Razumas Direct observation of two types of monolayer-bound ferricinium ions on gold: implications for electrocatalysis J. Phys. Chem. B 107 2003 6661 6663
33. P. Gao, D. Gosztola, L.W.H. Leung, and M.J. Weaver Surface-enhanced Raman scattering at gold electrodes: dependence on electrochemical pretreatment conditions and comparisons with silver J. Electroanal. Chem. 233 1987 211 222
34. G. Niaura, and A. Malinauskas Surface-enhanced Raman scattering from chloride on copper electrodes Chem. Phys. Lett. 207 1993 455 460
35. E. Pięta, E. Proniewicz, B. Boduszek, T.K. Olszewski, Y. Kim, and L.M. Proniewicz Exploring the isomer dependent SERS spectra of (diphenylphosphoryl)(pyridin-2, -3, and -4-yl)methanol adsorbed on gold nanocolloids Spectr.-Int. J. 2014 10.1155/2014/894749 Article ID 894749
36. M. Moskovits, D.P. DiLella, and K.J. Maynard Surface Raman spectroscopy of a number of cyclic and molecular reorientation aromatic molecules adsorbed on silver: selection rules Langmuir 4 1988 67 76
37. J.A. Creighton Surface Raman electromagnetic enhancement factors for molecules at the surface of small isolated metal spheres: the determination of adsorbate orientation from SERS relative intensities Surf. Sci. 124 1983 209 219
38. A.G. Brolo, D.E. Irish, and J. Lipkowski Surface-enhanced Raman spectra of pyridine and pyrazine adsorbed on a Au(210) single-crystal electrode J. Phys. Chem. B 101 1997 3906 3909
39. W.H. Tsai, F.J. Boerio, S.J. Clarson, E.E. Parsonage, and M. Tirrell Characterization of adsorbed 2-vinylpyridine/styrene diblock copolymers on silver surfaces using surface-enhanced Raman scattering Macromolecules 24 1991 2538 2545
40. J.C. Ingram, and J.E. Pemberton Comparison of charge transfer enhancement in the surface enhanced Raman scattering of pyridine on copper and silver electrodes Langmuir 8 1992 2034 2039
41. J.F. Arenas, I.L. Tocón, J.C. Otero, and J.I. Marcos Charge transfer processes in surface-enhanced Raman scattering. Franc-Condon active vibrations of pyridine J. Phys. Chem. 100 1996 9254 9261
42. J.F. Arenas, I.L. Tocón, J.C. Otero, and J.I. Marcos The charge transfer mechanism in the SERS of 2-methylpyrazine on silver electrode Vib. Spectrosc. 19 1999 212 221
43. S.P. Centeno, I. López-Tocón, J.F. Arenas, J. Soto, and J.C. Otero Selection rules of the charge transfer mechanism of surface-enhanced Raman scattering: the effect of the adsorption on the relative intensities of pyrimidine bonded to silver nanoclusters J. Phys. Chem. B 110 2006 14916 14922
44. J.L. Castro, M.R. López Ramirez, I. López Tocón, and J.C. Otero Vibrational study of the metal-adsorbate interaction of phenylacetic acid and α-phenylglycine on silver surfaces J. Colloid Interf. Sci. 263 2003 357 363
45. E. Proniewicz, D. Skołuba, I. Ignatjev, G. Niaura, D. Sobolewski, A. Prahl, and L.M. Proniewicz Influence of applied potential on bradykinin adsorption onto Ag, Au, and Cu electrodes J. Raman Spectrosc. 44 2013 655 664
46. 2 terminal bombesin subfamily peptides: Potential induced changes in adsorption on Ag, Au, and Cu electrodes J. Phys. Chem. C 116 2012 4189 4200
47. I. Ignatjev, E. Podstawka-Proniewicz, G. Niaura, J.R. Lombardi, and L.M. Proniewicz Potential induced changes in neuromedin B adsorption on Ag, Au, and Cu electrodes monitored by surface-enhanced Raman scattering J. Phys. Chem. B 115 2011 10525 10536