Crystalline bipyridinium radical complexes and uses thereof
Abstract
Described herein are methods of generating 4,4'-bipyridinium radical cations (BIPY.sup..cndot.+), and methods for utilizing the radical-radical interactions between two or more BIPY.sup..cndot.+ radical cations that ensue for the creation of novel materials for applications in nanotechnology. Synthetic methodologies, crystallographic engineering techniques, methods of physical characterization, and end uses are described.
- Inventors:
- Issue Date:
- Research Org.:
- Northwestern Univ., Evanston, IL (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1213527
- Patent Number(s):
- 9,120,799
- Application Number:
- 13/623,935
- Assignee:
- Northwestern University (Evanston, IL)
- DOE Contract Number:
- SC0005462
- Resource Type:
- Patent
- Resource Relation:
- Patent File Date: 2012 Sep 21
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY; 77 NANOSCIENCE AND NANOTECHNOLOGY
Citation Formats
Fahrenbach, Albert C., Barnes, Jonathan C., Li, Hao, Stoddart, J. Fraser, Basuray, Ashish Neil, and Sampath, Srinivasan. Crystalline bipyridinium radical complexes and uses thereof. United States: N. p., 2015.
Web.
Fahrenbach, Albert C., Barnes, Jonathan C., Li, Hao, Stoddart, J. Fraser, Basuray, Ashish Neil, & Sampath, Srinivasan. Crystalline bipyridinium radical complexes and uses thereof. United States.
Fahrenbach, Albert C., Barnes, Jonathan C., Li, Hao, Stoddart, J. Fraser, Basuray, Ashish Neil, and Sampath, Srinivasan. Tue .
"Crystalline bipyridinium radical complexes and uses thereof". United States. https://www.osti.gov/servlets/purl/1213527.
@article{osti_1213527,
title = {Crystalline bipyridinium radical complexes and uses thereof},
author = {Fahrenbach, Albert C. and Barnes, Jonathan C. and Li, Hao and Stoddart, J. Fraser and Basuray, Ashish Neil and Sampath, Srinivasan},
abstractNote = {Described herein are methods of generating 4,4'-bipyridinium radical cations (BIPY.sup..cndot.+), and methods for utilizing the radical-radical interactions between two or more BIPY.sup..cndot.+ radical cations that ensue for the creation of novel materials for applications in nanotechnology. Synthetic methodologies, crystallographic engineering techniques, methods of physical characterization, and end uses are described.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2015},
month = {9}
}
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Works referenced in this record:
Mechanical Bond Formation by Radical Templation
journal, September 2010
- Li, Hao; Fahrenbach, Albert C.; Dey, Sanjeev K.
- Angewandte Chemie International Edition, Vol. 49, Issue 44, p. 8260-8265
A Light-Stimulated Molecular Switch Driven by Radical-Radical Interactions in Water
journal, June 2011
- Li, Hao; Fahrenbach, Albert C.; Coskun, Ali
- Angewandte Chemie International Edition, Vol. 50, Issue 30, p. 6782-6788
Electrostatic Barriers in Rotaxanes and Pseudorotaxanes
journal, April 2011
- Hmadeh, Mohamad; Fahrenbach, Albert C.; Basu, Subhadeep
- Chemistry - A European Journal, Vol. 17, Issue 22, p. 6076-6087
Complexation of Paraquat and Diquat by a bismetaphenylene-32-crown-10 derivative
journal, January 1987
- Allwood, Billy L.; Shahriari-Zavareh, Hooshang; Stoddart, J. Fraser
- Journal of the Chemical Society, Chemical Communications, Issue 14
Complexation of diquat and paraquat by macrocyclic polyethers incorporating two dibydroxynaphthalene residues
journal, January 1987
- Ashtona, Peter R.; Chrystal, Ewan J. T.; Mathias, John P.
- Tetrahedron Letters, Vol. 28, Issue 50, p. 6367-6370
The template-directed synthesis of cyclobis(paraquat-4,4′-biphenylene)
journal, January 1996
- Ashton, Peter R.; Menzer, Stephan; Raymo, Françisco M.
- Chem. Commun., Issue 4
Electrochemistry of the viologens
journal, January 1981
- Bird, C. L.; Kuhn, A. T.
- Chemical Society Reviews, Vol. 10, Issue 1
Isolation and oxidation-reduction of methylviologen cation radicals. Novel disproportionation in charge-transfer salts by x-ray crystallography
journal, June 1990
- Bockman, T. M.; Kochi, J. K.
- The Journal of Organic Chemistry, Vol. 55, Issue 13, p. 4127-4135
Modified Viologens with Improved Electrochemical Properties for Display Applications
journal, January 1977
- Bruinink, J.
- Journal of The Electrochemical Society, Vol. 124, Issue 12
The Voltammetric Behavior of Some Viologens at SnO[sub 2] Electrodes
journal, January 1978
- Bruinink, J.
- Journal of The Electrochemical Society, Vol. 125, Issue 9
A Macrocycle/Molecular-Clip Complex that Functions as a Quadruply Controllable Molecular Switch
journal, January 2006
- Chiang, Pinn-Tsong; Cheng, Pin-Nan; Lin, Chi-Feng
- Chemistry - A European Journal, Vol. 12, Issue 3, p. 865-876
Microenvironment effects on the kinetics of electron-transfer reactions involving dithionite ions and viologens. 2. Stabilization of ion radicals by polyelectrolytes and dimerization kinetics of dialkyl viologens
journal, May 1992
- Claude-Montigny, B.; Merlin, A.; Tondre, C.
- The Journal of Physical Chemistry, Vol. 96, Issue 11, p. 4432-4437
Kinetic and Thermodynamic Approaches for the Efficient Formation of Mechanical Bonds
journal, December 2008
- Dichtel, William R.; Miljanić, Ognjen Š.; Zhang, Wenyu
- Accounts of Chemical Research, Vol. 41, Issue 12
Viologens used "electron phase transfer". Catalytic debromination of vic-dibromides under heterophase conditions using viologens
journal, February 1984
- Endo, Takeshi; Saotome, Yashushi; Okawara, Makoto
- Journal of the American Chemical Society, Vol. 106, Issue 4
Bipyridyl radical cations. Part I. Electron spin resonance study of the dimerisation equilibrium of morphamquat radical cation in methanol
journal, January 1975
- Evans, Alwyn G.; Evans, Jeffrey C.; Baker, Michael W.
- Journal of the Chemical Society, Perkin Transactions 2, Issue 12
Electron spin resonance study of the dimerization equilibrium of the radical cation of 1,1'-diethyl-4,4'-bipyridylium diiodide in methanol
journal, August 1977
- Evans, Alwyn G.; Evans, Jeffrey C.; Baker, Michael W.
- Journal of the American Chemical Society, Vol. 99, Issue 18
Photoinduced Two-Electron Reduction of Methyl Viologen Dimer by 2-Propanol Through Intramolecular Process and Formation of Viologen Radical Cation Dimer
journal, July 1980
- Furue, Masaoki; Nozakura, Shun-ichi
- Chemistry Letters, Vol. 9, Issue 7
Complexation between Methyl Viologen (Paraquat) Bis(Hexafluorophosphate) and Dibenzo[24]Crown-8 Revisited
journal, January 2009
- Gasa, Travis B.; Spruell, Jason M.; Dichtel, William R.
- Chemistry - A European Journal, Vol. 15, Issue 1
Polymer films on electrodes. 17. The application of simultaneous electrochemical and electron spin resonance techniques for the study of two viologen-based chemically modified electrodes
journal, May 1985
- Gaudiello, John G.; Ghosh, Pushpito K.; Bard, Allen J.
- Journal of the American Chemical Society, Vol. 107, Issue 11, p. 3027-3032
Photochemical and chemical reduction of vicinal dibromides via phase transfer of 4,4'-bipyridinium radical: the role of radical disproportionation
journal, December 1983
- Goren, Zafrir; Willner, Itamar
- Journal of the American Chemical Society, Vol. 105, Issue 26
Single and double bridged viologenes and intramolecular pimerization of their cation radicals
journal, January 1986
- Geuder, Wolfram; Hünig, Siegfried; Suchy, Adolf
- Tetrahedron, Vol. 42, Issue 6, p. 1665-1677
Potential-Induced Redox Switching in Viologen Self-Assembled Monolayers: An ATR−SEIRAS Approach
journal, August 2007
- Han, B.; Li, Z.; Wandlowski, T.
- The Journal of Physical Chemistry C, Vol. 111, Issue 37
A new three-way supramolecular switch based on redox-controlled interconversion of hetero- and homo-guest-pair inclusion inside a host molecule
journal, January 2009
- Hwang, Ilha; Ziganshina, Albina Y.; Ko, Young Ho
- Chem. Commun., Issue 4
Infrared spectra and dimer structure of reduced viologen compounds
journal, July 1987
- Ito, M.; Sasaki, H.; Takahashi, M.
- The Journal of Physical Chemistry, Vol. 91, Issue 15, p. 3932-3934
A [2]Pseudorotaxane-Based Molecular Machine: Reversible Formation of a Molecular Loop Driven by Electrochemical and Photochemical Stimuli
journal, September 2003
- Jeon, Woo Sung; Ziganshina, Albina Y.; Lee, Jae Wook
- Angewandte Chemie, Vol. 115, Issue 34, p. 4231-4234
Control of the stoichiometry in host–guest complexation by redox chemistry of guests: Inclusion of methylviologen in cucurbit[8]uril
journal, January 2002
- Jeon, Woo Sung; Kim, Hee-Joon; Lee, Chongmok
- Chem. Commun., Issue 17
High‐Resolution ESR Spectra of Photochemically Generated Free Radicals: The Viologens
journal, July 1963
- Johnson, C. S.; Gutowsky, H. S.
- The Journal of Chemical Physics, Vol. 39, Issue 1
Functionalized cucurbiturils and their applications
journal, January 2007
- Kim, Kimoon; Selvapalam, Narayanan; Ko, Young Ho
- Chemical Society Reviews, Vol. 36, Issue 2, p. 267-279
Supramolecular assemblies built with host-stabilized charge-transfer interactions
journal, January 2007
- Ko, Young Ho; Kim, Eunju; Hwang, Ilha
- Chem. Commun., Issue 13
Pyridinyl diradical .pi.-mer. Magnesium iodide complexes
journal, May 1971
- Kosower, Edward M.; Hajdu, Joseph
- Journal of the American Chemical Society, Vol. 93, Issue 10
Stable Free Radicals. II. The Reduction of 1-Methyl-4-cyanopyridinium Ion to Methylviologen Cation Radical
journal, December 1964
- Kosower, Edward M.; Cotter, John L.
- Journal of the American Chemical Society, Vol. 86, Issue 24
Catalysis of methyl viologen radical reactions by polymer-stabilized gold sols
journal, January 1981
- Meisel, D.; Mulac, W. A.; Matheson, M. S.
- The Journal of Physical Chemistry, Vol. 85, Issue 2, p. 179-187
The Viologen Indicators
journal, July 1933
- Michaelis, L.
- The Journal of General Physiology, Vol. 16, Issue 6
Semiquinones, the Intermediate Steps of Reversible Organic Oxidation-Reduction.
journal, April 1935
- Michaelis, Leonor.
- Chemical Reviews, Vol. 16, Issue 2
Spin pairing (‘dimerisation’) of the viologen radical cation: kinetics and equilibria
journal, October 1999
- Monk, Paul M. S.; Hodgkinson, Neil M.; Ramzan, Saika A.
- Dyes and Pigments, Vol. 43, Issue 3, p. 207-217
The colours of charge-transfer complexes of methyl viologen: effects of donor, ionic strength and solvent
journal, October 1999
- Monk, Paul M. S.; Hodgkinson, Neil M.; Partridge, Robert D.
- Dyes and Pigments, Vol. 43, Issue 3, p. 241-251
Cyclobis(paraquat-p-phenylene). A Tetracationic Multipurpose Receptor
journal, November 1988
- Odell, Barbara; Reddington, Mark V.; Slawin, Alexandra M. Z.
- Angewandte Chemie International Edition in English, Vol. 27, Issue 11, p. 1547-1550
Facile Dimerization of Viologen Radical Cations Covalently Bonded to β-Cyclodextrin and Suppression of the Dimerization by β-Cyclodextrin and Amphiphiles
journal, January 1996
- Park, Joon Woo; Choi, Nak Hee; Kim, Jung Ha
- The Journal of Physical Chemistry, Vol. 100, Issue 2
Sodium dithionite reduction of nitroarenes using viologen as an electron phase-transfer catalyst
journal, November 1993
- Park, Kwanghee Koh; Oh, Chang Hun; Joung, Won Kyou
- Tetrahedron Letters, Vol. 34, Issue 46, p. 7445-7446
Electrochemistry of methylviologen in the presence of sodium decyl sulfate
journal, September 1987
- Quintela, Pablo A.; Kaifer, Angel E.
- Langmuir, Vol. 3, Issue 5
Reduction of acrylonitrile in the presence of viologen derivatives
journal, October 1986
- Endo, Takeshi; Ageishi, Kentaro; Okawara, Makoto
- The Journal of Organic Chemistry, Vol. 51, Issue 22
Redox-driven switching in pseudorotaxanes
journal, January 2009
- Trabolsi, Ali; Hmadeh, Mohamad; Khashab, Niveen M.
- New Journal of Chemistry, Vol. 33, Issue 2
Radically enhanced molecular recognition
journal, December 2009
- Trabolsi, Ali; Khashab, Niveen; Fahrenbach, Albert C.
- Nature Chemistry, Vol. 2, Issue 1
Electrochemically Generated Colored Films of Insoluble Viologen Radical Compounds
journal, January 1974
- van Dam, H. T.; Ponjeé, J. J.
- Journal of The Electrochemical Society, Vol. 121, Issue 12
Electrochromic properties of alkylviologen-cyclodextrin systems
journal, May 1987
- Yasuda, A.; Mori, H.; Seto, J.
- Journal of Applied Electrochemistry, Vol. 17, Issue 3