Efficient Intermolecular Charge Transport in π-Stacked Pyridinium Dimers Using Cucurbit[8]uril Supramolecular Complexes

Yu, Hao; Li, Jialing; Li, Songsong; Liu, Yun; Jackson, Nicholas E.; Moore, Jeffrey S.; Schroeder, Charles M.

doi:10.1021/jacs.1c12741

Title: Efficient Intermolecular Charge Transport in π-Stacked Pyridinium Dimers Using Cucurbit[8]uril Supramolecular Complexes

Journal Article · Fri Feb 11 00:00:00 EST 2022 · Journal of the American Chemical Society

DOI:https://doi.org/10.1021/jacs.1c12741· OSTI ID:1875141

^[1]; Li, Jialing ^[2]; Li, Songsong ^[1]; Liu, Yun ^[1];

^[1]; Moore, Jeffrey S. ^[2];

^[2]

Univ. of Illinois at Urbana-Champaign, IL (United States)
Univ. of Illinois at Urbana-Champaign, IL (United States); Argonne National Lab. (ANL), Lemont, IL (United States)

Intermolecular charge transport through π-conjugated molecules plays an essential role in biochemical redox processes and energy storage applications. In this work, we observe highly efficient intermolecular charge transport upon dimerization of pyridinium molecules in the cavity of a synthetic host (cucurbit[8]uril, CB[8]). Stable, homoternary complexes are formed between pyridinium molecules and CB[8] with high binding affinity, resulting in an offset stacked geometry of two pyridiniums inside the host cavity. The charge transport properties of free and dimerized pyridiniums are characterized using a scanning tunneling microscope-break junction (STM-BJ) technique. Our results show that π-stacked pyridinium dimers exhibit comparable molecular conductance to isolated, single pyridinium molecules, despite a longer transport pathway and a switch from intra- to intermolecular charge transport. Control experiments using a CB[8] homologue (cucurbit[7]uril, CB[7]) show that the synthetic host primarily serves to facilitate dimer formation and plays a minimal role on molecular conductance. Molecular modeling using density functional theory (DFT) reveals that pyridinium molecules are planarized upon dimerization inside the host cavity, which facilitates charge transport. In addition, the π-stacked pyridinium dimers possess large intermolecular LUMO–LUMO couplings, leading to enhanced intermolecular charge transport. Altogether, this work demonstrates that supramolecular assembly can be used to control intermolecular charge transport in π-stacked molecules.

View Accepted Manuscript (DOE)

Cite

Export

Save

Research Organization:: Univ. of Illinois at Urbana-Champaign, IL (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Materials Sciences & Engineering Division

Grant/Contract Number:: FG02-07ER46471; AC02-06CH11357

OSTI ID:: 1875141

Journal Information:: Journal of the American Chemical Society, Vol. 144, Issue 7; ISSN 0002-7863

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

References (82)

A new three-way supramolecular switch based on redox-controlled interconversion of hetero- and homo-guest-pair inclusion inside a host molecule Hwang, Ilha; Ziganshina, Albina Y.; Ko, Young Ho Chem. Commun., Issue 4 https://doi.org/10.1039/B818889K	journal	January 2009
Length-Dependent Conductance of Oligothiophenes Capozzi, Brian; Dell, Emma J.; Berkelbach, Timothy C. Journal of the American Chemical Society, Vol. 136, Issue 29 https://doi.org/10.1021/ja505277z	journal	July 2014
Systematic optimization of long-range corrected hybrid density functionals Chai, Jeng-Da; Head-Gordon, Martin The Journal of Chemical Physics, Vol. 128, Issue 8 https://doi.org/10.1063/1.2834918	journal	February 2008
Cucurbit[8]uril Mediated Donor–Acceptor Ternary Complexes: A Model System for Studying Charge-Transfer Interactions Biedermann, Frank; Scherman, Oren A. The Journal of Physical Chemistry B, Vol. 116, Issue 9 https://doi.org/10.1021/jp2110067	journal	February 2012
Charge Transport in Sequence-Defined Conjugated Oligomers Yu, Hao; Li, Songsong; Schwieter, Kenneth E. Journal of the American Chemical Society, Vol. 142, Issue 10 https://doi.org/10.1021/jacs.0c00043	journal	February 2020
Periodic Density-Functional Calculations on Work-Function Change Induced by Adsorption of Halogens on Cu(111) Roman, Tanglaw; Groß, Axel Physical Review Letters, Vol. 110, Issue 15 https://doi.org/10.1103/PhysRevLett.110.156804	journal	April 2013
Charge Transport and Quantum Interference Effects in Oxazole-Terminated Conjugated Oligomers Li, Songsong; Yu, Hao; Schwieter, Kenneth Journal of the American Chemical Society, Vol. 141, Issue 40 https://doi.org/10.1021/jacs.9b08427	journal	September 2019
Mechanical single-molecule potentiometers with large switching factors from ortho-pentaphenylene foldamers Li, Jinshi; Shen, Pingchuan; Zhen, Shijie Nature Communications, Vol. 12, Issue 1 https://doi.org/10.1038/s41467-020-20311-z	journal	January 2021
Universal Solvation Model Based on Solute Electron Density and on a Continuum Model of the Solvent Defined by the Bulk Dielectric Constant and Atomic Surface Tensions Marenich, Aleksandr V.; Cramer, Christopher J.; Truhlar, Donald G. The Journal of Physical Chemistry B, Vol. 113, Issue 18, p. 6378-6396 https://doi.org/10.1021/jp810292n	journal	May 2009
Single-Molecule Force Spectroscopy Quantification of Adhesive Forces in Cucurbit[8]Uril Host–Guest Ternary Complexes Walsh-Korb, Zarah; Yu, Ying; Janeček, Emma-Rose Langmuir, Vol. 33, Issue 6 https://doi.org/10.1021/acs.langmuir.6b03457	journal	February 2017
Organic semiconductor crystals Wang, Chengliang; Dong, Huanli; Jiang, Lang Chemical Society Reviews, Vol. 47, Issue 2 https://doi.org/10.1039/C7CS00490G	journal	January 2018
Intermolecular Effects on Tunneling through Acenes in Large-Area and Single-Molecule Junctions Liu, Yuru; Ornago, Luca; Carlotti, Marco The Journal of Physical Chemistry C, Vol. 124, Issue 41 https://doi.org/10.1021/acs.jpcc.0c05781	journal	September 2020
The Cucurbit[n]uril Family Lagona, Jason; Mukhopadhyay, Pritam; Chakrabarti, Sriparna Angewandte Chemie International Edition, Vol. 44, Issue 31, p. 4844-4870 https://doi.org/10.1002/anie.200460675	journal	August 2005
Adverse effects of asymmetric contacts on single molecule conductances of HS(CH ₂ ) _n COOH in nanoelectrical junctions Martín, Santiago; Manrique, David Zsolt; García-Suárez, Víctor M. Nanotechnology, Vol. 20, Issue 12 https://doi.org/10.1088/0957-4484/20/12/125203	journal	March 2009
Redox Active Colloids as Discrete Energy Storage Carriers Montoto, Elena C.; Nagarjuna, Gavvalapalli; Hui, Jingshu Journal of the American Chemical Society, Vol. 138, Issue 40 https://doi.org/10.1021/jacs.6b06365	journal	September 2016
Promising anchoring groups for single-molecule conductance measurements Kaliginedi, Veerabhadrarao; V. Rudnev, Alexander; Moreno-García, Pavel Phys. Chem. Chem. Phys., Vol. 16, Issue 43 https://doi.org/10.1039/C4CP03605K	journal	January 2014
Structure‐Independent Conductance of Thiophene‐Based Single‐Stacking Junctions Li, Xiaohui; Wu, Qingqing; Bai, Jie Angewandte Chemie International Edition, Vol. 59, Issue 8 https://doi.org/10.1002/anie.201913344	journal	February 2020
Single-Molecule Charge Transport through Positively Charged Electrostatic Anchors Chen, Hongliang; Brasiliense, Vitor; Mo, Jingshan Journal of the American Chemical Society, Vol. 143, Issue 7 https://doi.org/10.1021/jacs.0c12664	journal	February 2021
Dependence of single-molecule junction conductance on molecular conformation Venkataraman, Latha; Klare, Jennifer E.; Nuckolls, Colin Nature, Vol. 442, Issue 7105 https://doi.org/10.1038/nature05037	journal	August 2006
High-Conductance Pathways in Ring-Strained Disilanes by Way of Direct σ-Si–Si to Au Coordination Kim, Nathaniel T.; Li, Haixing; Venkataraman, Latha Journal of the American Chemical Society, Vol. 138, Issue 36 https://doi.org/10.1021/jacs.6b07825	journal	September 2016
Concepts in the design and engineering of single-molecule electronic devices Xin, Na; Guan, Jianxin; Zhou, Chenguang Nature Reviews Physics, Vol. 1, Issue 3 https://doi.org/10.1038/s42254-019-0022-x	journal	February 2019
Three-dimensional band structure and bandlike mobility in oligoacene single crystals: A theoretical investigation Cheng, Y. C.; Silbey, R. J.; da Silva Filho, D. A. The Journal of Chemical Physics, Vol. 118, Issue 8 https://doi.org/10.1063/1.1539090	journal	February 2003
Rectifying Electron-Transport Properties through Stacks of Aromatic Molecules Inserted into a Self-Assembled Cage Fujii, Shintaro; Tada, Tomofumi; Komoto, Yuki Journal of the American Chemical Society, Vol. 137, Issue 18 https://doi.org/10.1021/jacs.5b00086	journal	May 2015
Impact of Redox-Active Polymer Molecular Weight on the Electrochemical Properties and Transport Across Porous Separators in Nonaqueous Solvents Nagarjuna, Gavvalapalli; Hui, Jingshu; Cheng, Kevin J. Journal of the American Chemical Society, Vol. 136, Issue 46, p. 16309-16316 https://doi.org/10.1021/ja508482e	journal	October 2014
Single-Molecule Conductance of Viologen–Cucurbit[8]uril Host–Guest Complexes Zhang, Wei; Gan, Shiyu; Vezzoli, Andrea ACS Nano, Vol. 10, Issue 5 https://doi.org/10.1021/acsnano.6b00786	journal	April 2016
Protein-DNA charge transport: Redox activation of a DNA repair protein by guanine radical Yavin, E.; Boal, A. K.; Stemp, E. D. A. Proceedings of the National Academy of Sciences, Vol. 102, Issue 10 https://doi.org/10.1073/pnas.0409410102	journal	February 2005
Electrochemical Behavior of Pyridinium and N -Methyl Pyridinium Cations in Aqueous Electrolytes for CO ₂ Reduction Lebègue, Estelle; Agullo, Julia; Bélanger, Daniel ChemSusChem, Vol. 11, Issue 1 https://doi.org/10.1002/cssc.201701745	journal	December 2017
Molecular junctions based on aromatic coupling Wu, Songmei; González, Maria Teresa; Huber, Roman Nature Nanotechnology, Vol. 3, Issue 9 https://doi.org/10.1038/nnano.2008.237	journal	August 2008
Electron-Transfer Mechanisms through Biological Redox Chains in Multicenter Enzymes Jeuken, Lars J. C.; Jones, Anne K.; Chapman, Stephen K. Journal of the American Chemical Society, Vol. 124, Issue 20 https://doi.org/10.1021/ja012638w	journal	May 2002
Controlling the structure and photophysics of fluorophore dimers using multiple cucurbit[8]uril clampings Wu, Guanglu; Bae, Youn Jue; Olesińska, Magdalena Chemical Science, Vol. 11, Issue 3 https://doi.org/10.1039/C9SC04587B	journal	January 2020
Supramolecular dimerisation of middle-chain Phe pentapeptides via CB[8] host–guest homoternary complex formation Sonzini, Silvia; Ryan, Seán T. J.; Scherman, Oren A. Chemical Communications, Vol. 49, Issue 78 https://doi.org/10.1039/c3cc45420g	journal	January 2013
Intrachain Charge Transport through Conjugated Donor–Acceptor Oligomers Li, Bo; Yu, Hao; Montoto, Elena C. ACS Applied Electronic Materials, Vol. 1, Issue 1 https://doi.org/10.1021/acsaelm.8b00050	journal	December 2018
Controlled Molecular Self-Assembly Behaviors between Cucurbituril and Bispyridinium Derivatives Zhang, Zhi-Jun; Zhang, Ying-Ming; Liu, Yu The Journal of Organic Chemistry, Vol. 76, Issue 11 https://doi.org/10.1021/jo200349u	journal	June 2011
Electric Field-Induced Assembly in Single-Stacking Terphenyl Junctions Tang, Yongxiang; Zhou, Yu; Zhou, Dahai Journal of the American Chemical Society, Vol. 142, Issue 45 https://doi.org/10.1021/jacs.0c07348	journal	November 2020
Control of the stoichiometry in host–guest complexation by redox chemistry of guests: Inclusion of methylviologen in cucurbit[8]uril Jeon, Woo Sung; Kim, Hee-Joon; Lee, Chongmok Chem. Commun., Issue 17 https://doi.org/10.1039/B202082C	journal	January 2002
New guests for the cucurbit[8]uril host. Formation of G2H ternary complexes: NEW TERNARY COMPLEXES FORMED BY THE CUCURBIT[8]URIL HOST Senler, Sanem; Cui, Lu; Broomes, Ana Michelle Journal of Physical Organic Chemistry, Vol. 25, Issue 7 https://doi.org/10.1002/poc.2928	journal	April 2012
Rethinking the term “pi-stacking” Martinez, Chelsea R.; Iverson, Brent L. Chemical Science, Vol. 3, Issue 7 https://doi.org/10.1039/c2sc20045g	journal	January 2012
Iodide adsorption at Au(111) electrode in non-aqueous electrolyte: AC-voltammetry and EIS studies Shatla, A. S.; Abd-El-Latif, A. A.; Ayata, S. Electrochimica Acta, Vol. 334 https://doi.org/10.1016/j.electacta.2019.135556	journal	February 2020
Geometry and Electronic Coupling in Perylenediimide Stacks: Mapping Structure−Charge Transport Relationships Vura-Weis, Josh; Ratner, Mark A.; Wasielewski, Michael R. Journal of the American Chemical Society, Vol. 132, Issue 6 https://doi.org/10.1021/ja907761e	journal	February 2010
The Possible Role of Proton-Coupled Electron Transfer (PCET) in Water Oxidation by Photosystem II Meyer, Thomas J.; Huynh, My Hang V.; Thorp, H. Holden Angewandte Chemie International Edition, Vol. 46, Issue 28 https://doi.org/10.1002/anie.200600917	journal	July 2007
Electrical Switching in π-Resonant 1D Intermolecular Channels Rochefort, Alain; Martel, Richard; Avouris, Phaedon Nano Letters, Vol. 2, Issue 8 https://doi.org/10.1021/nl025599a	journal	June 2002
Long-range corrected hybrid density functionals with damped atom–atom dispersion corrections Chai, Jeng-Da; Head-Gordon, Martin Physical Chemistry Chemical Physics, Vol. 10, Issue 44 https://doi.org/10.1039/b810189b	journal	January 2008
Cucurbituril-Based Molecular Recognition Barrow, Steven J.; Kasera, Setu; Rowland, Matthew J. Chemical Reviews, Vol. 115, Issue 22 https://doi.org/10.1021/acs.chemrev.5b00341	journal	November 2015
Chemical principles of single-molecule electronics Su, Timothy A.; Neupane, Madhav; Steigerwald, Michael L. Nature Reviews Materials, Vol. 1, Issue 3 https://doi.org/10.1038/natrevmats.2016.2	journal	February 2016
Halide adsorption on close-packed metal electrodes Roman, Tanglaw; Gossenberger, Florian; Forster-Tonigold, Katrin Phys. Chem. Chem. Phys., Vol. 16, Issue 27 https://doi.org/10.1039/C4CP00237G	journal	January 2014
Quantum-Chemical Insights into the Prediction of Charge Transport Parameters for a Naphthalenetetracarboxydiimide-Based Copolymer with Enhanced Electron Mobility Fazzi, Daniele; Caironi, Mario; Castiglioni., Chiara Journal of the American Chemical Society, Vol. 133, Issue 47 https://doi.org/10.1021/ja208824d	journal	November 2011
Poly(pyridinium iodide ionic liquid)-based electron injection layers for solution-processed organic light-emitting devices Ohisa, Satoru; Pu, Yong-Jin; Kido, Junji Journal of Materials Chemistry C, Vol. 4, Issue 28 https://doi.org/10.1039/C6TC00792A	journal	January 2016
Incorporating single molecules into electrical circuits. The role of the chemical anchoring group Leary, Edmund; La Rosa, Andrea; González, M. Teresa Chemical Society Reviews, Vol. 44, Issue 4 https://doi.org/10.1039/C4CS00264D	journal	January 2015
Encapsulation Enhanced Dimerization of a Series of 4-Aryl- N -Methylpyridinium Derivatives in Water: New Building Blocks for Self-Assembly in Aqueous Media Zhang, Ying; Zhou, Tian-You; Zhang, Kang-Da Chemistry - An Asian Journal, Vol. 9, Issue 6 https://doi.org/10.1002/asia.201400006	journal	April 2014
Flicker Noise as a Probe of Electronic Interaction at Metal–Single Molecule Interfaces Adak, Olgun; Rosenthal, Ethan; Meisner, Jeffery Nano Letters, Vol. 15, Issue 6 https://doi.org/10.1021/acs.nanolett.5b01270	journal	May 2015
DNA Charge Transport: from Chemical Principles to the Cell Arnold, Anna R.; Grodick, Michael A.; Barton, Jacqueline K. Cell Chemical Biology, Vol. 23, Issue 1 https://doi.org/10.1016/j.chembiol.2015.11.010	journal	January 2016
Charge Transport in Organic Semiconductors Coropceanu, Veaceslav; Cornil, Jérôme; da Silva Filho, Demetrio A. Chemical Reviews, Vol. 107, Issue 4 https://doi.org/10.1021/cr050140x	journal	April 2007
Chemically Controlled Conductivity: Torsion-Angle Dependence in a Single-Molecule Biphenyldithiol Junction Vonlanthen, David; Mishchenko, Artem; Elbing, Mark Angewandte Chemie International Edition, Vol. 48, Issue 47 https://doi.org/10.1002/anie.200903946	journal	November 2009
Mechanically controlled quantum interference in individual π-stacked dimers Frisenda, Riccardo; Janssen, Vera A. E. C.; Grozema, Ferdinand C. Nature Chemistry, Vol. 8, Issue 12 https://doi.org/10.1038/nchem.2588	journal	August 2016
Synthesis, Crystal Structure, and Transistor Performance of Tetracene Derivatives Moon, Hyunsik; Zeis, Roswitha; Borkent, Evert-Jan Journal of the American Chemical Society, Vol. 126, Issue 47 https://doi.org/10.1021/ja045208p	journal	December 2004
Electronic and mechanical characteristics of stacked dimer molecular junctions Magyarkuti, András; Adak, Olgun; Halbritter, Andras Nanoscale, Vol. 10, Issue 7 https://doi.org/10.1039/C7NR08354H	journal	January 2018
From molecular to supramolecular electronics Chen, Hongliang; Fraser Stoddart, J. Nature Reviews Materials, Vol. 6, Issue 9 https://doi.org/10.1038/s41578-021-00302-2	journal	April 2021
Effect of Electronic Polarization on Charge-Transport Parameters in Molecular Organic Semiconductors Valeev, Edward F.; Coropceanu, Veaceslav; da Silva Filho, Demetrio A. Journal of the American Chemical Society, Vol. 128, Issue 30 https://doi.org/10.1021/ja061827h	journal	August 2006
Molecule-interface coupling effects on electronic transport in molecular wires Yaliraki, Sophia N.; Ratner, Mark A. The Journal of Chemical Physics, Vol. 109, Issue 12 https://doi.org/10.1063/1.477116	journal	September 1998
Organic semiconductors: A theoretical characterization of the basic parameters governing charge transport Bredas, J. L.; Calbert, J. P.; da Silva Filho, D. A. Proceedings of the National Academy of Sciences, Vol. 99, Issue 9 https://doi.org/10.1073/pnas.092143399	journal	April 2002
Exceptional Single-Molecule Transport Properties of Ladder-Type Heteroacene Molecular Wires Cai, Zhengxu; Lo, Wai-Yip; Zheng, Tianyue Journal of the American Chemical Society, Vol. 138, Issue 33 https://doi.org/10.1021/jacs.6b05983	journal	August 2016
Electric-Field-Induced Connectivity Switching in Single-Molecule Junctions Tang, Chun; Zheng, Jueting; Ye, Yiling iScience, Vol. 23, Issue 1 https://doi.org/10.1016/j.isci.2019.100770	journal	January 2020
Charge transfer complexation boosts molecular conductance through Fermi level pinning Wang, Kun; Vezzoli, Andrea; Grace, Iain M. Chemical Science, Vol. 10, Issue 8 https://doi.org/10.1039/C8SC04199G	journal	January 2019
Sequence-Specific Recognition and Cooperative Dimerization of N-Terminal Aromatic Peptides in Aqueous Solution by a Synthetic Host Heitmann, Lisa M.; Taylor, Alexander B.; Hart, P. John Journal of the American Chemical Society, Vol. 128, Issue 38 https://doi.org/10.1021/ja064323s	journal	September 2006
Charge Transport through Peptides in Single‐Molecule Electrical Measurements Zheng, Haining; Jiang, Feng; He, Runze Chinese Journal of Chemistry, Vol. 37, Issue 10 https://doi.org/10.1002/cjoc.201900245	journal	September 2019
Single-Molecule Conductance through Multiple π−π-Stacked Benzene Rings Determined with Direct Electrode-to-Benzene Ring Connections Schneebeli, Severin T.; Kamenetska, Maria; Cheng, Zhanling Journal of the American Chemical Society, Vol. 133, Issue 7 https://doi.org/10.1021/ja111320n	journal	January 2011
Orthogonal switching of self-sorting processes in a stimuli-responsive library of cucurbit[8]uril complexes Schoder, Stefan; Schalley, Christoph A. Chemical Communications, Vol. 53, Issue 69 https://doi.org/10.1039/C7CC05469F	journal	January 2017
Mining 2:2 Complexes from 1:1 Stoichiometry: Formation of Cucurbit[8]uril–Diarylviologen Quaternary Complexes Favored by Electron-Donating Substituents Wu, Guanglu; Olesińska, Magdalena; Wu, Yuchao Journal of the American Chemical Society, Vol. 139, Issue 8 https://doi.org/10.1021/jacs.6b13074	journal	February 2017
Probing -coupling in molecular junctions Seferos, D. S.; Trammell, S. A.; Bazan, G. C. Proceedings of the National Academy of Sciences, Vol. 102, Issue 25 https://doi.org/10.1073/pnas.0500002102	journal	June 2005
Gating of single molecule junction conductance by charge transfer complex formation Vezzoli, Andrea; Grace, Iain; Brooke, Carly Nanoscale, Vol. 7, Issue 45 https://doi.org/10.1039/C5NR04420K	journal	January 2015
Characterizing intermolecular interactions in redox-active pyridinium-based molecular junctions Li, Songsong; Li, Jialing; Yu, Hao Journal of Electroanalytical Chemistry, Vol. 875 https://doi.org/10.1016/j.jelechem.2020.114070	journal	October 2020
Enhanced coupling through π-stacking in imidazole-based molecular junctions Fu, Tianren; Smith, Shanelle; Camarasa-Gómez, María Chemical Science, Vol. 10, Issue 43 https://doi.org/10.1039/C9SC03760H	journal	January 2019
Identifying Diversity in Nanoscale Electrical Break Junctions Martín, Santiago; Grace, Iain; Bryce, Martin R. Journal of the American Chemical Society, Vol. 132, Issue 26 https://doi.org/10.1021/ja103327f	journal	July 2010
Cucurbit[8]uril (CB[8])-Based Supramolecular Switches Pazos, Elena; Novo, Paula; Peinador, Carlos Angewandte Chemie International Edition, Vol. 58, Issue 2 https://doi.org/10.1002/anie.201806575	journal	November 2018
Charge transport in high mobility molecular semiconductors: classical models and new theories Troisi, Alessandro Chemical Society Reviews, Vol. 40, Issue 5 https://doi.org/10.1039/c0cs00198h	journal	January 2011
Impact of Anchoring Groups on Ballistic Transport: Single Molecule vs Monolayer Junctions Obersteiner, Veronika; Egger, David A.; Zojer, Egbert The Journal of Physical Chemistry C, Vol. 119, Issue 36 https://doi.org/10.1021/acs.jpcc.5b06110	journal	August 2015
Complex formation dynamics in a single-molecule electronic device Wen, Huimin; Li, Wengang; Chen, Jiewei Science Advances, Vol. 2, Issue 11 https://doi.org/10.1126/sciadv.1601113	journal	November 2016
Cucurbit[8]uril-mediated pseudo[2,3]rotaxanes Wu, Guanglu; Szabó, István; Rosta, Edina Chemical Communications, Vol. 55, Issue 88 https://doi.org/10.1039/C9CC07144J	journal	January 2019
Dependence of the conduction of a single biphenyl dithiol molecule on the dihedral angle between the phenyl rings and its application to a nanorectifier Kondo, Hisashi; Nara, Jun; Kino, Hiori The Journal of Chemical Physics, Vol. 128, Issue 6 https://doi.org/10.1063/1.2828531	journal	February 2008
Electron flow through proteins Gray, Harry B.; Winkler, Jay R. Chemical Physics Letters, Vol. 483, Issue 1-3 https://doi.org/10.1016/j.cplett.2009.10.051	journal	November 2009
Toward a Single-Layer Two-Dimensional Honeycomb Supramolecular Organic Framework in Water Zhang, Kang-Da; Tian, Jia; Hanifi, David Journal of the American Chemical Society, Vol. 135, Issue 47 https://doi.org/10.1021/ja4086935	journal	October 2013
Formation and Evolution of Single-Molecule Junctions Kamenetska, M.; Koentopp, M.; Whalley, A. C. Physical Review Letters, Vol. 102, Issue 12 https://doi.org/10.1103/PhysRevLett.102.126803	journal	March 2009

Similar Records

Controlling the structure and photophysics of fluorophore dimers using multiple cucurbit[8]uril clampings

Journal Article · Wed Jan 22 00:00:00 EST 2020 · Chemical Science · OSTI ID:1875141

Wu, Guanglu; Bae, Youn Jue; Olesińska, Magdalena; +5 more

A Woven Supramolecular Metal‐Organic Framework Comprising a Ruthenium Bis(terpyridine) Complex and Cucurbit[8]uril: Enhanced Catalytic Activity toward Alcohol Oxidation

Journal Article · Thu Jul 09 00:00:00 EDT 2020 · ChemPlusChem · OSTI ID:1875141

Zhang, Yun‐Chang; Xu, Zi‐Yue; Wang, Ze‐Kun; +4 more

Cucurbit[7]uril: an Amorphous Molecular Material for Highly Selective Carbon Dioxide Uptake

Journal Article · Fri Jun 10 00:00:00 EDT 2011 · Chemical Communications, 47(27):7626-7628 · OSTI ID:1875141

Tian, Jian; Ma, Shengqian; Thallapally, Praveen K.; +3 more

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Cations
Charge transport
Electrical conductivity
Molecules
Oligomers

Title: Efficient Intermolecular Charge Transport in π-Stacked Pyridinium Dimers Using Cucurbit[8]uril Supramolecular Complexes

Citation Formats

References (82)

Linked Research (1)

Similar Records

Related Subjects