Self-Assembled Monolayers and Multilayers of Conjugated Thiols, .alpha.,.omega.-Dithiols, and Thioacetyl-Containing Adsorbates. Understanding Attachments between Potential Molecular Wires and Gold Surfaces

Tour, James M.; Jones, L.; Pearson, Darren L.; Lamba, Jaydeep J. S.; Burgin, T.; Whitesides, George M.; Allara, David L.; Parikh, Atul N.; Atre, Sundar V.

doi:10.1021/ja00142a021

Cited by 725 publications

(740 citation statements)

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“…The thioacetyl groups are then selectively hydrolyzed with ammonium hydroxide (concentrated aqueous 14.8 M NH 4 OH, 5 lL per mg of la) in THF to yield the free thiol, 2 0 -amino-4,4 0 -di(ethynylphenyl)-5 0 -nitro-1-benzenethiol (1b), which then forms the thiolate, 2 0 -amino-4,4 0 -(diethynylphenyl)-5 0 -nitro-1-benzenethiolate (1) upon exposure to Au after 48 h [23] under an inert atmosphere of Ar. The sample was then prepared and characterized as discussed previously.…”

Section: Ndr In Molecular Junctionsmentioning

confidence: 99%

Electronic transport of molecular systems

2002

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We report stable and reproducible switching and memory effects in self-assembled monolayers (SAMs). We demonstrate realization of negative differential resistance (NDR) and charge storage in electronic devices that utilize single redox-center-contained SAM as the active component; and compare the effects of various redox centers to switching and storage behavior. The devices exhibit electronically programmable and erasable memory bits with bit retention times greater than 15 min at room temperature. Ó

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Section: Ndr In Molecular Junctionsmentioning

confidence: 99%

Electronic transport of molecular systems

2002

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“…The great power and variety of organic chemistry also should offer more options for designing and fabricating nanometer-scale devices than are available in silicon [14], [30], [31], [33], [35], [36]. Increasingly, this is driving investigators to design, model, fabricate, and test individual molecules [32], [75], [98], [105], [138], [154], [164], [166], [168], [195], [196] and nanometer-scale supramolecular structures [112], [126] that act as electrical switches and even exhibit some of the same properties as small solid-state transistors [98]. Molecular electronics does remain a more speculative research area than solid-state nanoelectronics, but it has achieved steady advances consistent with Aviram's strategy [34] for making molecular electronic circuits viable, inexpensive, and truly integrated on the nanometer scale.…”

Section: Molecular Electronicsmentioning

confidence: 99%

“…electronic units to metal substrates [168], [201]. Such molecular wires also have the desirable property that they can be made quite long, if necessary, because they can be lengthened systematically using chemosynthetic methods [164].…”

Section: Molecular Wiresmentioning

confidence: 99%

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Overview of nanoelectronic devices

et al. 1997

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“…There was no indication of in-looped structures. 15 So, the electrode based MTP is expected to apply to various biosensing situations. In the paper, as an application of the MTP based electrode, the construction of such a tyrosinase-modified nanogold-based gold electrode and the voltammetric properties of the electrode to catechol in very low water contentacetonitrile (AN) solution are described.…”

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confidence: 99%

Application of the Nanogold-4,4′-bis(methanethiol)biphenyl Modified Gold Electrode to the Determination of Tyrosinase-Catechol Reaction Kinetics in Acetonitrile

et al. 2006

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Many studies on the use of enzymatic activity in nonaqueous solutions have been carried out after Dastoli and Price's report of their investigation of the catalytic activity of xanthine oxidase suspended in several organic media. 1 Updike and Hicks published the results of their experiment involving an enzyme electrode with cross-linked polyacrylamide (PAA) membrane as matrix for use in aqueous solutions.2 Enzymes have been found to have numerous applications as practical and specific catalysts in chemical and pharmaceutical syntheses and as recognition elements in biosensors. The discovery that they are catalytically active in organic solvents containing little or no water has expanded their repertoire of use still further. 3,4 Some of the benefits in utilizing enzymes in nonaqueous solvents over the use of conventional aqueous reaction media include the high solubility of many hydrophobic substrates in such solvents, the suppression of various side reactions promoted by water, altered enzymatic selectivity and the ability to control it with the solvent, and the comparative simplicity of immobilization procedures due to the insolubility of enzymes in organic solvents. Many studies have been conducted in order to gain an understanding of so-called solvent effects due to organic solvent properties. Factors such as solvent hydrophobicity, 5 solvent polarity, water content, 6 and substrate hydrophobicity 7 can affect the enzymatic reaction. It remains important to continue the search for new enzymatic reaction systems because of the use which might be made of such systems in both pure and applied research.Many enzyme-based electrochemical biosensors have been described for use in both aqueous and nonaqueous solutions. A tyrosinase-immobilized polyacrylamide membrane platinum electrode has been prepared and the electrochemical behavior of o-hydroxybenzene derivatives in acetonitrile 8 and dimethylacetamide 9 has been studied. Because of unique properties of nanoparticles, recent investigations have focused on the development of enzyme-modified nanoparticle-based electrochemical biosensors. [10][11][12] The ability of nanoparticles to stabilize enzymes, and to improve the efficiency of immobilized enzymes is extremely useful when preparing biosensors. Moreover, other characteristics of nanoparticles, such as their high surface-to-volume ratio, their high surface energy, and their ability to decrease the distance between enzyme and metal particles, may facilitate electron transfer between redox sites and the electrode surfaces.In our laboratory, a gold nanoparticle self-assembled electrode has been constructed by using 4,4′-bis(methanethiol)biphenyl (MTP), rigid rod dithiols, as a binder between a gold disk and gold nanoparticles. The effect of gold nanoparticles on the interaction of Co(phen)3 3+ with DNA, and the characteristics of the electrode in a nonaqueous solution were described in a recent report. 13 We have also devised a method of preparing density-controlled gold nano-particle self-assembled monolayer (SAM...

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Self-Assembled Monolayers and Multilayers of Conjugated Thiols, .alpha.,.omega.-Dithiols, and Thioacetyl-Containing Adsorbates. Understanding Attachments between Potential Molecular Wires and Gold Surfaces

Cited by 725 publications

References 0 publications

Electronic transport of molecular systems

Electronic transport of molecular systems

Overview of nanoelectronic devices

Application of the Nanogold-4,4′-bis(methanethiol)biphenyl Modified Gold Electrode to the Determination of Tyrosinase-Catechol Reaction Kinetics in Acetonitrile

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