Synthesis of new SAM-forming ferrocene derivatives and their interfacial properties on gold

Kažem≐kait≐, Maryt≐; Bulovas, Arūnas; Smirnovas, Vytautas; Niaura, Gediminas; Butkus, Eugenijus; Razumas, Valdemaras

doi:10.1016/s0040-4039(01)01625-2

Cited by 19 publications

(26 citation statements)

References 20 publications

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“…[6] Among other possible architectures, thiols with redox-active tail groups (e.g., ferrocenyl, [7][8][9][10][11][12][13] ruthenocenyl, [14] or other [15][16][17] moieties) can be used as potential candidates for SAM formation on suitable substrates (e.g., coinage metals or GaAs). [18][19][20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35][36] The corresponding molecular films can then be used in different electrochemical applications with the substrate itself acting as a positive or negative electrode depending on the need.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Electrochemical Behavior, and Self‐Assembly of Metallocene‐Functionalized Thiofluorenes

et al. 2010

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Keywords: Metallocenes / Thiols / Fused ring systems / Self-assembly / Monolayers / Cyclic voltammetry With a view to preparing organometallics for the fabrication of self-assembled monolayers (SAMs) and their possible electrochemical applications, we report the synthesis and characterization of ferrocene-and ruthenocene-functionalized thiofluorenes 4b and 6b, respectively. These sandwich compounds were accessible through a consecutive synthesis methodology. 9,9-Dimethyl-2,7-diiodofluorene (1) with tBuLi, S 8 , and Me(CO)Cl gave 9,9-dimethyl-2-iodo-7-thioacetylfluorene (2)

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Section: Introductionmentioning

confidence: 99%

Synthesis, Electrochemical Behavior, and Self‐Assembly of Metallocene‐Functionalized Thiofluorenes

et al. 2010

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“…The conversion of compounds 3a-d into 5a-d was carried out by refluxing 3 in dry acetone in presence of thiourea followed by hydrolytic work up with sodium pyrosulfite [23] (Fig. 1).…”

Section: Resultsmentioning

confidence: 99%

A convenient synthesis of long-chain 4-substituted benzyloxycarbonyl alkanethiols for the formation of self assembled monolayers on metal substrates

Angelova

Kostova

Hinrichs³

et al. 2005

Open Chemistry

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“…MgSO 4 Â 7 H 2 O was from Reachim. Ferrocene-terminated mercaptocompound FcC 4 H 8 COOC 9 H 18 SH was synthesized in our department [20]. All other chemicals used were of analytical grade.…”

Section: Reagents and Equipmentmentioning

confidence: 99%

“…However, the stability of the monolayers formed by the ferrocenyl terminated n-alkane thiols is rather poor, especially at high surface coverage. We have shown that introduction of an ester moiety into the alkane chain linking ferrocenyl group and metal surface could significantly increase monolayer stability, even at densities close to full monolayer, thus providing durable platform for sensor application [20]. We found that one of these compounds; 9-mercaptononyl-5'-ferrocenylpentanoate (FcC 4 H 8 COOC 9 H 18 SH) exhibits excellent electron-transfer mediator properties in process of the electrochemical oxidation of AA [21 -23], which can potentially utilized for the electroanalysis of AA and its derivatives.…”

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confidence: 99%

Self‐Assembled Redox System for Bioelectrocatalytic Assay of L‐Ascorbylphosphate and Alkaline Phosphatase Activity

et al. 2008

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Ferrocene-terminated self-assembled monolayer (Fc-SAM) on gold was used as an electron-transfer mediator in the electrochemical assay of l-ascorbic acid 2-phosphate (AAP). The assay is based on the enzymatic action of alkaline phosphatase (ALP), which triggers the release of vitamin C (l-ascorbic acid, AA) from AAP. The latter is easily oxidized on the Fc-SAM under the diffusion limiting conditions that favors quantitative measurement of the AA concentration on a rotating disk electrode. We demonstrate the utility of the electrochemically active Fc-SAM to probe the mechanism and to determine the kinetic parameters of an enzymatic reaction. The electrochemical technique was compared to a conventional spectrophotometric method of ALP activity detection using pnitrophenylphosphate (p-NPP) as a substrate. We demonstrate that our new technique is also suitable for the analytical determination of ALP activity. The detection limits for both AAP and ALP were found to be 13 mM and 2 pM, respectively.

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Synthesis of new SAM-forming ferrocene derivatives and their interfacial properties on gold

Cited by 19 publications

References 20 publications

Synthesis, Electrochemical Behavior, and Self‐Assembly of Metallocene‐Functionalized Thiofluorenes

Synthesis, Electrochemical Behavior, and Self‐Assembly of Metallocene‐Functionalized Thiofluorenes

A convenient synthesis of long-chain 4-substituted benzyloxycarbonyl alkanethiols for the formation of self assembled monolayers on metal substrates

Self‐Assembled Redox System for Bioelectrocatalytic Assay of L‐Ascorbylphosphate and Alkaline Phosphatase Activity

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