A study of pyridinethiolate derivative complexes adsorbed on gold by surface-enhanced Raman scattering

Diógenes, Izaura C.N.; Carvalho, Idalina M.M. de; Longhnotti, Elisane; Lopes, Luiz Gonzaga de França; Temperini, Márcia L. A.; Andrade, Gustavo F. S.; Moreira, Ícaro S.

doi:10.1016/j.jelechem.2007.03.007

Cited by 11 publications

(9 citation statements)

References 32 publications

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“…By analogy to monosubstituted pyridines, the signal at 1101 cm –1 in the NR spectrum of HS2PCN is assigned to the X-sensitive band because of the dependence of its intensity and frequency on the trans substituents of the aromatic ring. , The relative intensification of this mode, as well as the observed downshift to 1085 cm –1 in the SERS spectrum, indicates that the adsorption to the gold surface occurs through the sulfur atom, as expected for the adsorption of sulfur containing compounds on gold. ,,,− …”

Section: Resultsmentioning

confidence: 86%

“…For example, whereas the desorption of the SAM formed with 4-mercaptopyridine, , which presents only σ interactions with the gold surface atoms, is observed at −0.56 V versus Ag/AgCl, the E rd value of the SAM formed with 1,4-dithiane on gold is observed at −0.87 V versus Ag/AgCl because of the additional π interactions. Regarding the inductive effects, the desorption of sulfur-containing molecules coordinated to metal centers (e.g., [Ru(CN) 5 ] 3– ) that show π-back-bonding interactions occurs at more negative potentials relative to the noncoordinated molecules because of electron delocalization toward the Au–S bond. , For the molecules of HS2PCN adsorbed on gold surfaces, as indicated by the SERS spectrum, the perpendicular orientation precludes the existence of π interactions with the gold surface atoms. Also, no additional electron delocalization effects due to π-back-bonding interactions are expected, that is, the HS2PCN molecules are not bound to any metal center through the nitrile fragment.…”

Section: Resultsmentioning

confidence: 99%

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Modification of Gold’s Work Function upon Adsorption of Mercaptobiphenylcarbonitrile: Experimental Evidence for a Theoretical Prediction

et al. 2018

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Tuning the energy of the frontier orbitals of an adsorbed molecule to match the Fermi level of the electrode is a fundamental requirement for efficient charge injection in molecular electronic devices. In this paper, we present electrochemical, impedimetric, spectroscopic, and scanning electrochemical microscopy (SECM) data that were used to study the effects of the adsorption of 4′-mercaptobiphenylcarbonitrile (HS2PCN) on the work function of gold. The adsorption process was studied and indicated the formation of a loosely packed self-assembled monolayer (SAM, ΔG ads = −43.3 kJ mol–1) following the immersion of the gold substrate in an ethanolic solution of HS2PCN. An increase in the immersion time resulted in the accumulation of negative charge density on the gold surface ascribed to the bonding dipoles resulting from the charge rearrangement at the metal–SAM interface that generates interfacial dipoles as a result of a charge-transfer process. As a consequence, a modification of about 1.2 eV is estimated in the work function of the gold surface modified with HS2PCN. Electron-transfer rate constants (k 0), as measured via SECM, showed a strong dependence on the net charge of the redox probes and increased on going from negatively (ca. 1.14 × 10–3 cm s–1) to positively charged species (>1.0 cm s–1). Such behavior is ascribed to the polarity of the interface of the HS2PCN SAM on gold, which is negatively charged because of the electron-withdrawing property of the nitrile fragment.

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Section: Resultsmentioning

confidence: 86%

Section: Resultsmentioning

confidence: 99%

Modification of Gold’s Work Function upon Adsorption of Mercaptobiphenylcarbonitrile: Experimental Evidence for a Theoretical Prediction

et al. 2018

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“…N o of L1 deposition cycles know the strong surface binding ability of the cyano nitrogen. Surface-enhanced Raman spectroscopy of a series of nitrile compounds [29][30][31] adsorbed on gold indicated the formation of r-bonding of the nitrile nitrogen to the metal surface. Thus, it is not unlikely that CN1 monomer acquire a preferential orientation over electrode surface in the electropolymerization mechanism.…”

Section: Analysis Of the Contact Potential Differencementioning

confidence: 99%

Engineering of gold surface work function by electrodeposition of spirobifluorene donor–acceptor bipolar systems

Zabel

Dittrich

Liao

et al. 2009

Organic Electronics

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“…The SERS spectra obtained for Fe 3 O 4 @Au@Cu (Fig. S4 of the ESI) presents, as the most intense peak, the stretching mode assigned to the CS bond at 724 cm −1 [35][36][37], indicating the gold-coated Fe 3 O 4 nanoparticles was successfully modified with the copper complex via the sulfur atom of the thioether moiety; a result that was indeed expected due to the known affinity between gold and sulfur atoms [17,[38][39][40][41].…”

Section: Resultsmentioning

confidence: 95%

Magnetic nanoparticles as a support for a copper (II) complex with nuclease activity

Silva

Romo

Abreu

et al. 2018

Journal of Inorganic Biochemistry

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Magnetic nanoparticles have been extensively explored for the development of platforms for drug delivery and imaging probes. In this work, we have used a modular capping strategy to produce magnetic gold-coated FeO (FeO@Au) nanoparticles, which have been decorated with a copper (II) complex containing a thioether derivative of clip-phen (FeO@Au@Cu), where the complex [Cu(2CP-Bz-SMe)] has affinity to bind DNA and proven nuclease activity (2CP-Bz-SMe=1,3-bis((1,10-phenanthrolin-2-yl)oxy)-N-(4-(methylthio)benzylidene)propan-2-imine). The functionalization of FeO@Au with the copper complex occurs through the sulfur atom of the thioether moiety, as indicated by Raman scattering on surface. The magnetic measurements showed the nanomaterial FeO@Au@Cu is still magnetic although the gold shell and the functionalization with the copper complex have diminished the magnetization due to the dilution of the magnetic core. The nuclease assays performed with FeO@Au@Cu indicate that the nuclease activity of the nanomaterial toward the plasmid DNA involves an oxidative pathway in which HO species is involved as intermediate in a Fenton-like reaction. Based on the electron paramagnetic resonance spectra (a = 15.07 G, a = 14.99 G), such nuclease activity is assigned, essentially, to the HO species indicating that the radical production property of [Cu(2CP-Bz-SMe)] is successfully transferred to the core-shell gold-coated FeO magnetic nanoparticles. To the best of our knowledge, this is the first study reporting nuclease activity due to the reactive oxygen species generated by a copper complex immobilized on a gold-coated magnetic nanoparticle.

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A study of pyridinethiolate derivative complexes adsorbed on gold by surface-enhanced Raman scattering

Cited by 11 publications

References 32 publications

Modification of Gold’s Work Function upon Adsorption of Mercaptobiphenylcarbonitrile: Experimental Evidence for a Theoretical Prediction

Modification of Gold’s Work Function upon Adsorption of Mercaptobiphenylcarbonitrile: Experimental Evidence for a Theoretical Prediction

Engineering of gold surface work function by electrodeposition of spirobifluorene donor–acceptor bipolar systems

Magnetic nanoparticles as a support for a copper (II) complex with nuclease activity

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