Redox-gated electron transport in electrically wired ferrocene molecules

Xiao, Xiaoyin; Brune, Daniel C.; He, Jin; Lindsay, Stuart; Gorman, Christopher B.; Tao, Nongjian

doi:10.1016/j.chemphys.2006.02.022

Cited by 111 publications

(143 citation statements)

References 42 publications

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“…A number of experimental approaches have been employed to covalently wire molecules of interest to two probing electrodes, including scanning probe microscopies, crossed wire and nanoparticle junctions, mechanical and electromigration break junctions, nanopores and mercury drop electrodes [4,[6][7][8][9][10][11][12][13]. Electrolyte gating in an electrochemical environment is also applied as an attractive approach towards the control of transport in molecular devices as well as in their characterization [4,7,[13][14][15][16][17][18].…”

Section: Introductionmentioning

confidence: 99%

Structural aspects of redox-mediated electron tunneling

Rudnev

Pobelov

Wandlowski

2011

Journal of Electroanalytical Chemistry

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Section: Introductionmentioning

confidence: 99%

Structural aspects of redox-mediated electron tunneling

Rudnev

Pobelov

Wandlowski

2011

Journal of Electroanalytical Chemistry

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“…Conductance switching in molecular junctions has been demonstrated previously using various means including light, 1, 2 bias pulses, 3 electrostatic-, 4,5 and electrochemical gating. 6,7 The concept of "electrochemical gating" which provides the opportunity to overcome the technical challenges of incorporating a gate electrode in a solid-state molecular device, has been employed in electrochemically active molecular systems, including viologens, [8][9][10] oligoaniline, 11 ferrocene, [12][13][14] transition metal complexes, 7,15,16 perylenebisimides, [17][18][19] redox-active proteins, 20,21 quinones 22,23 and tetrathiafulvalene, 24 as well as redox-inactive molecules. 25 In the case of redox-inactive molecules, or more generally when the electrode potential does not overlap with the molecule's redox potential, the effect of the gate is simply to shift the molecular levels up or down in energy relative to the Fermi level.…”

mentioning

confidence: 99%

Electrochemical Control of Single-Molecule Conductance by Fermi-Level Tuning and Conjugation Switching

et al. 2014

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Controlling charge transport through a single molecule connected to metallic electrodes remains one of the most fundamental challenges of nanoelectronics. Here we use electrochemical gating to reversibly tune the conductance of two different organic molecules, both containing anthraquinone (AQ) centers, over >1 order of magnitude. For electrode potentials outside the redox-active region, the effect of the gate is simply to shift the molecular energy levels relative to the metal Fermi level. At the redox potential, the conductance changes abruptly as the AQ unit is oxidized/reduced with an accompanying change in the conjugation pattern between linear and cross conjugation. The most significant change in conductance is observed when the electron pathway connecting the two electrodes is via the AQ unit. This is consistent with the expected occurrence of destructive quantum interference in that case. The experimental results are supported by an excellent agreement with ab initio transport calculations.

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“…Molecular features like, for example, symmetry, [9] the anchor group position, [18] the coupling between aromatic subunits, [19][20][21][22][23] the arrangement of mechanically interlinked subunits, [24] the oxidation state of redox active subunits, [12,[25][26][27][28] switching between two transport states, [29][30][31] and many others, were observed in the recorded transport currents. However, after its integration in a circuit, the current at a given voltage or the current/voltage (I/V) characteristics usually remained the only information pointing at the molecules structure.…”

Section: Introductionmentioning

confidence: 90%

Synthesis and Optical Properties of Molecular Rods Comprising a Central Core‐Substituted Naphthalenediimide Chromophore for Carbon Nanotube Junctions

et al. 2010

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The synthesis of a series of molecular rods 1–5, designed to bridge the gap of a carbon nanotube junction in order to emit light as a characteristic signal of integrated molecules, is reported. The molecular rods consist of a central naphthalenediimide (NDI) core, which itself is substituted with benzylamino and benzylsulfanyl groups, providing distinct absorption and emission properties. The NDI core is embedded in an oligo(phenylene ethynylene) (OPE) system providing the rod‐like structure required to bridge gaps between nanoelectrodes. The number of repeating units of the OPE is varied to adjust the length of the target compounds between 2.3 and 6.6 nm. The OPE parts are terminally functionalized with polyaromatic hydrocarbon groups (naphthalene, phenanthrene, anthracene or pyrene), which possess affinity with the surface of the carbon nanotubes due to van der Waals interactions. Synthetic protocols based on Sonogashira–Hagihara couplings were developed to build up the OPE backbone. Bifunctional iodophenyl acetylene derivative 33 served as a key building block in a coupling–deprotecting–coupling sequence. The NDI building block was synthesized by an aromatic nucleophilic substitution reaction of 2,6‐dichloro‐1,4,5,8‐tetracarboxylic acid naphthalenediimide derivative 9 and the corresponding amine and sulfide (i.e., 11, 12), respectively. The convergent synthesis allows modular assembly of the NDI and OPE parts in a final Sonogashira–Hagihara coupling reaction. The target structures were fully characterized by NMR spectroscopy and mass spectrometry. Further, the optical properties of compounds 3–5 in solution, and on a graphene surface were qualitatively investigated. A Dexter‐type energy transfer from the OPE unit to the NDI unit was observed. The studies of target structures 3–5 revealed that diamino‐functionalized compound 3 is ideally suited for the envisaged single molecule electroluminescence experiments.

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Redox-gated electron transport in electrically wired ferrocene molecules

Cited by 111 publications

References 42 publications

Structural aspects of redox-mediated electron tunneling

Structural aspects of redox-mediated electron tunneling

Electrochemical Control of Single-Molecule Conductance by Fermi-Level Tuning and Conjugation Switching

Synthesis and Optical Properties of Molecular Rods Comprising a Central Core‐Substituted Naphthalenediimide Chromophore for Carbon Nanotube Junctions

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