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Nitrosoarene Dimerization on Two- and Three-dimensional Gold Surfaces

Biljan, Ivana; Medančić, Tina; Kralj, Marko; Mišić Radić, Tea; Svetličić, Vesna; Vančik, Hrvoj (2013) Nitrosoarene Dimerization on Two- and Three-dimensional Gold Surfaces. Croatica Chemica Acta, 86 (1). pp. 83-94. ISSN 0011-1643

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In the present study, we investigated nitrosoarene dimerization on an Au(111) and on the surface of gold nanoparticles (AuNPs). High-resolution STM images revealed that 8-thiocyanatoocty1-4-nitrosobenzoate (NCS(CH2)(8)OOCC6H4NO) forms well-ordered monolayer on an Au(111) surface displaying hexagonal 3 root 3 x 3 root 3 structure. AFM data indicated that this compound also dimerize on an Au(111) surface thus forming bilayers. On contrary, adsorption of 6-(4-nitrosophenoxy)hexane-l-thiol (HS(CH2)(6)OC6H4NO) on an Au(111) leads only to poorly organized.monolayer. Furthermore, it was found that nitrosoarene derivatives 8-thiocyanatooctyl-4-nitrosobenzoate (NCS(CH2)(8)OOCC6H4NO) and 3-thiocyanatopropyl-4-nitrosobenzoate (NCS(CH2)(3)OOCC6H4NO) are present as dimers on the surface of AuNPs. There is no appreciable quantity of dimeric species with free thiocyanate termini indicating interlinkage of AuNPs through azodioxide bonds. Besides the characteristic surface plasmon band, UV-vis spectra showed an additional red-shifted band that might have origin in aggregation of AuNPs. This was further supported by TEM revealing the appearence of larger aggregates in addition to smaller AuNPs.

Item Type: Article
Uncontrolled Keywords: C-nitrosoarenes; azodioxides; self-assembled monolayers; self-assembled bilayers; gold nanoparticles; self-assembled monolayers; scanning-tunneling-microscopy; monomer-dimer equilibrium; structural investigations; organic thiocyanates; molecular junctions; c-nitrosobenzenes; vacancy islands; group rotation; nanoparticles
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division for Marine and Enviromental Research
Project titleProject leaderProject codeProject type
Površinske sile na atomskoj skali u istraživanju mora i nanotehnologiji[45656] Vesna Svetličić098-0982934-2744MZOS
Elektronska i kristalna struktura poduprtih samoorganiziranih nano-sistema[106101] Petar Pervan035-0352828-2840MZOS
Reakcije organskih spojeva u čvrstom stanju: mehanizmi i supramolekulski inženje[91661] Hrvoj Vančik119-1191342-1334MZOS
Depositing User: Tea Mišić Radić
Date Deposited: 29 Nov 2013 10:03

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