Length‐Independent Charge Transport in Chimeric Molecular Wires
Abstract
Abstract Advanced molecular electronic components remain vital for the next generation of miniaturized integrated circuits. Thus, much research effort has been devoted to the discovery of lossless molecular wires, for which the charge transport rate or conductivity is not attenuated with length in the tunneling regime. Herein, we report the synthesis and electrochemical interrogation of DNA‐like molecular wires. We determine that the rate of electron transfer through these constructs is independent of their length and propose a plausible mechanism to explain our findings. The reported approach holds relevance for the development of high‐performance molecular electronic components and the fundamental study of charge transport phenomena in organic semiconductors.
- Authors:
-
- Department of Chemistry University of California, Irvine Irvine CA 92697 USA
- Department of Chemical Engineering and Materials Science University of California, Irvine Irvine CA 92697 USA
- Department of Electrical and Computer Engineering Boston University Boston MA 02215 USA
- CNR-IOM Laboratorio TASC Trieste 34149 Italy, Faculty for Mathematics and Physics University of Ljubljana Jadranska 19 1000 Ljubljana Slovenia
- CNR-IOM Laboratorio TASC Trieste 34149 Italy
- Department of Electrical Engineering Columbia University New York NY 10027 USA
- CNR-IOM Laboratorio TASC Trieste 34149 Italy, Faculty for Mathematics and Physics University of Ljubljana Jadranska 19 1000 Ljubljana Slovenia, Institut J. Stefan Jamova 39 1000 Ljubljana Slovenia
- CNR-IOM Laboratorio TASC Trieste 34149 Italy, Department of Physics University of Trieste Trieste 34128 Italy
- Department of Chemistry University of California, Irvine Irvine CA 92697 USA, Department of Chemical Engineering and Materials Science University of California, Irvine Irvine CA 92697 USA
- Publication Date:
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1401020
- Grant/Contract Number:
- AC02-05CH11231
- Resource Type:
- Publisher's Accepted Manuscript
- Journal Name:
- Angewandte Chemie (International Edition)
- Additional Journal Information:
- Journal Name: Angewandte Chemie (International Edition) Journal Volume: 55 Journal Issue: 46; Journal ID: ISSN 1433-7851
- Publisher:
- Wiley Blackwell (John Wiley & Sons)
- Country of Publication:
- Germany
- Language:
- English
Citation Formats
Wardrip, Austin G., Mazaheripour, Amir, Hüsken, Nina, Jocson, Jonah‐Micah, Bartlett, Andrew, Lopez, Robert C., Frey, Nathan, Markegard, Cade B., Kladnik, Gregor, Cossaro, Albano, Floreano, Luca, Verdini, Alberto, Burke, Anthony M., Dickson, Mary N., Kymissis, Ioannis, Cvetko, Dean, Morgante, Alberto, Sharifzadeh, Sahar, Nguyen, Hung D., and Gorodetsky, Alon A. Length‐Independent Charge Transport in Chimeric Molecular Wires. Germany: N. p., 2016.
Web. doi:10.1002/anie.201605411.
Wardrip, Austin G., Mazaheripour, Amir, Hüsken, Nina, Jocson, Jonah‐Micah, Bartlett, Andrew, Lopez, Robert C., Frey, Nathan, Markegard, Cade B., Kladnik, Gregor, Cossaro, Albano, Floreano, Luca, Verdini, Alberto, Burke, Anthony M., Dickson, Mary N., Kymissis, Ioannis, Cvetko, Dean, Morgante, Alberto, Sharifzadeh, Sahar, Nguyen, Hung D., & Gorodetsky, Alon A. Length‐Independent Charge Transport in Chimeric Molecular Wires. Germany. https://doi.org/10.1002/anie.201605411
Wardrip, Austin G., Mazaheripour, Amir, Hüsken, Nina, Jocson, Jonah‐Micah, Bartlett, Andrew, Lopez, Robert C., Frey, Nathan, Markegard, Cade B., Kladnik, Gregor, Cossaro, Albano, Floreano, Luca, Verdini, Alberto, Burke, Anthony M., Dickson, Mary N., Kymissis, Ioannis, Cvetko, Dean, Morgante, Alberto, Sharifzadeh, Sahar, Nguyen, Hung D., and Gorodetsky, Alon A. Fri .
"Length‐Independent Charge Transport in Chimeric Molecular Wires". Germany. https://doi.org/10.1002/anie.201605411.
@article{osti_1401020,
title = {Length‐Independent Charge Transport in Chimeric Molecular Wires},
author = {Wardrip, Austin G. and Mazaheripour, Amir and Hüsken, Nina and Jocson, Jonah‐Micah and Bartlett, Andrew and Lopez, Robert C. and Frey, Nathan and Markegard, Cade B. and Kladnik, Gregor and Cossaro, Albano and Floreano, Luca and Verdini, Alberto and Burke, Anthony M. and Dickson, Mary N. and Kymissis, Ioannis and Cvetko, Dean and Morgante, Alberto and Sharifzadeh, Sahar and Nguyen, Hung D. and Gorodetsky, Alon A.},
abstractNote = {Abstract Advanced molecular electronic components remain vital for the next generation of miniaturized integrated circuits. Thus, much research effort has been devoted to the discovery of lossless molecular wires, for which the charge transport rate or conductivity is not attenuated with length in the tunneling regime. Herein, we report the synthesis and electrochemical interrogation of DNA‐like molecular wires. We determine that the rate of electron transfer through these constructs is independent of their length and propose a plausible mechanism to explain our findings. The reported approach holds relevance for the development of high‐performance molecular electronic components and the fundamental study of charge transport phenomena in organic semiconductors.},
doi = {10.1002/anie.201605411},
journal = {Angewandte Chemie (International Edition)},
number = 46,
volume = 55,
place = {Germany},
year = {Fri Oct 07 00:00:00 EDT 2016},
month = {Fri Oct 07 00:00:00 EDT 2016}
}
https://doi.org/10.1002/anie.201605411
Web of Science
Works referenced in this record:
Molecular wires – impact of π-conjugation and implementation of molecular bottlenecks
journal, January 2015
- Schubert, C.; Margraf, J. T.; Clark, T.
- Chemical Society Reviews, Vol. 44, Issue 4
Rapid Electron Tunneling Through Oligophenylenevinylene Bridges
journal, February 2001
- Sikes, H. D.
- Science, Vol. 291, Issue 5508
Charge-Transfer and Spin Dynamics in DNA Hairpin Conjugates with Perylenediimide as a Base-Pair Surrogate
journal, October 2008
- Zeidan, Tarek A.; Carmieli, Raanan; Kelley, Richard F.
- Journal of the American Chemical Society, Vol. 130, Issue 42
Interfacial bridge-mediated electron transfer: mechanistic analysis based on electrochemical kinetics and theoretical modelling
journal, January 2007
- Newton, Marshall D.; Smalley, John F.
- Phys. Chem. Chem. Phys., Vol. 9, Issue 5
Coadsorption of ferrocene-terminated and unsubstituted alkanethiols on gold: electroactive self-assembled monolayers
journal, May 1990
- Chidsey, Christopher E. D.; Bertozzi, Carolyn R.; Putvinski, T. M.
- Journal of the American Chemical Society, Vol. 112, Issue 11, p. 4301-4306
Single-Molecule Electronics: Chemical and Analytical Perspectives
journal, July 2015
- Nichols, Richard J.; Higgins, Simon J.
- Annual Review of Analytical Chemistry, Vol. 8, Issue 1
Heterogeneous Electron-Transfer Kinetics for Ruthenium and Ferrocene Redox Moieties through Alkanethiol Monolayers on Gold
journal, February 2003
- Smalley, John F.; Finklea, Harry O.; Chidsey, Christopher E. D.
- Journal of the American Chemical Society, Vol. 125, Issue 7
Molecular Dynamics Simulations of Perylenediimide DNA Base Surrogates
journal, August 2015
- Markegard, Cade B.; Mazaheripour, Amir; Jocson, Jonah-Micah
- The Journal of Physical Chemistry B, Vol. 119, Issue 35
Single Molecule Electronic Devices
journal, February 2011
- Song, Hyunwook; Reed, Mark A.; Lee, Takhee
- Advanced Materials, Vol. 23, Issue 14
Electron Hopping among Cofacially Stacked Perylenediimides Assembled by Using DNA Hairpins
journal, February 2010
- Wilson, Thea M.; Zeidan, Tarek A.; Hariharan, Mahesh
- Angewandte Chemie, Vol. 122, Issue 13
Single-molecule junctions beyond electronic transport
journal, June 2013
- Aradhya, Sriharsha V.; Venkataraman, Latha
- Nature Nanotechnology, Vol. 8, Issue 6
High resolution NEXAFS of perylene and PTCDI: a surface science approach to molecular orbital analysis
journal, January 2014
- Fratesi, Guido; Lanzilotto, Valeria; Stranges, Stefano
- Physical Chemistry Chemical Physics, Vol. 16, Issue 28
Long-Range Electronic Coupling between Ferrocene and Gold in Alkanethiolate-based Monolayers on Electrodes
journal, October 1997
- Weber, Kara; Hockett, Lisa; Creager, Stephen
- The Journal of Physical Chemistry B, Vol. 101, Issue 41
Fluorescent Hydrophobic Zippers inside Duplex DNA: Interstrand Stacking of Perylene-3,4:9,10-tetracarboxylic Acid Bisimides as Artificial DNA Base Dyes
journal, July 2008
- Baumstark, Daniela; Wagenknecht, Hans-Achim
- Chemistry - A European Journal, Vol. 14, Issue 22
Using Self-Assembly To Control the Structure of DNA Monolayers on Gold: A Neutron Reflectivity Study
journal, September 1998
- Levicky, Rastislav; Herne, Tonya M.; Tarlov, Michael J.
- Journal of the American Chemical Society, Vol. 120, Issue 38
Reviewprobing protein electron transfer mechanisms from the molecular to the cellular length scales
journal, January 2013
- Skourtis, Spiros S.
- Biopolymers, Vol. 100, Issue 1
DNA-Mediated Electrochemistry
journal, December 2008
- Gorodetsky, Alon A.; Buzzeo, Marisa C.; Barton, Jacqueline K.
- Bioconjugate Chemistry, Vol. 19, Issue 12
Perylene-3,4:9,10-tetracarboxylic Acid Bisimide Dye as an Artificial DNA Base Surrogate
journal, September 2006
- Wagner, Clemens; Wagenknecht, Hans-Achim
- Organic Letters, Vol. 8, Issue 19
The chips are down for Moore’s law
journal, February 2016
- Waldrop, M. Mitchell
- Nature, Vol. 530, Issue 7589
General expression of the linear potential sweep voltammogram in the case of diffusionless electrochemical systems
journal, July 1979
- Laviron, E.
- Journal of Electroanalytical Chemistry and Interfacial Electrochemistry, Vol. 101, Issue 1
Long-range electron tunnelling in oligo-porphyrin molecular wires
journal, July 2011
- Sedghi, Gita; García-Suárez, Víctor M.; Esdaile, Louisa J.
- Nature Nanotechnology, Vol. 6, Issue 8
Intermediate tunnelling–hopping regime in DNA charge transport
journal, February 2015
- Xiang, Limin; Palma, Julio L.; Bruot, Christopher
- Nature Chemistry, Vol. 7, Issue 3
Electron Hopping among Cofacially Stacked Perylenediimides Assembled by Using DNA Hairpins
journal, February 2010
- Wilson, Thea M.; Zeidan, Tarek A.; Hariharan, Mahesh
- Angewandte Chemie International Edition, Vol. 49, Issue 13
Synthesis and characterization of DNA with ferrocenyl groups attached to their 5′-termini: electrochemical characterization of a redox-active nucleotide monolayer
journal, January 1996
- Mucic, Robert C.; Herrlein, Mathias K.; Mirkin, Chad A.
- Chem. Commun., Issue 4
Molecular-wire behaviour in p -phenylenevinylene oligomers
journal, November 1998
- Davis, William B.; Svec, Walter A.; Ratner, Mark A.
- Nature, Vol. 396, Issue 6706
DNA charge transport over 34 nm
journal, January 2011
- Slinker, Jason D.; Muren, Natalie B.; Renfrew, Sara E.
- Nature Chemistry, Vol. 3, Issue 3
Electrochemistry of DNA Monolayers Modified With a Perylenediimide Base Surrogate
journal, August 2014
- Wohlgamuth, Chris H.; McWilliams, Marc A.; Mazaheripour, Amir
- The Journal of Physical Chemistry C, Vol. 118, Issue 50
Comparison of the Conductance of Three Types of Porphyrin-Based Molecular Wires: β,meso,β- Fused Tapes, meso -Butadiyne-Linked and Twisted meso-meso Linked Oligomers
journal, November 2011
- Sedghi, Gita; Esdaile, Louisa J.; Anderson, Harry L.
- Advanced Materials, Vol. 24, Issue 5
Perylene bisimide dyes as versatile building blocks for functional supramolecular architectures
journal, January 2004
- Würthner, Frank
- Chem. Commun., Issue 14
A new hybrid exchange–correlation functional using the Coulomb-attenuating method (CAM-B3LYP)
journal, July 2004
- Yanai, Takeshi; Tew, David P.; Handy, Nicholas C.
- Chemical Physics Letters, Vol. 393, Issue 1-3, p. 51-57
Electrochemistry of redox-active self-assembled monolayers
journal, August 2010
- Eckermann, Amanda L.; Feld, Daniel J.; Shaw, Justine A.
- Coordination Chemistry Reviews, Vol. 254, Issue 15-16
Perylene-3,4,9,10-tetracarboxylic Acid Diimides: Synthesis, Physical Properties, and Use in Organic Electronics
journal, April 2011
- Huang, Chun; Barlow, Stephen; Marder, Seth R.
- The Journal of Organic Chemistry, Vol. 76, Issue 8
Electron transport in molecular junctions
journal, December 2006
- Tao, N. J.
- Nature Nanotechnology, Vol. 1, Issue 3
Carbon Electrode–Molecule Junctions: A Reliable Platform for Molecular Electronics
journal, July 2015
- Jia, Chuancheng; Ma, Bangjun; Xin, Na
- Accounts of Chemical Research, Vol. 48, Issue 9
Dynamics of Electron Transport by Elastic Bending of Short DNA Duplexes. Experimental Study and Quantitative Modeling of the Cyclic Voltammetric Behavior of 3‘-Ferrocenyl DNA End-Grafted on Gold
journal, January 2006
- Anne, Agnès; Demaille, Christophe
- Journal of the American Chemical Society, Vol. 128, Issue 2