Controlling the structure and photophysics of fluorophore dimers using multiple cucurbit[8]uril clampings
Abstract
Dimerisation of a wide range of fluorophores through multiple CB[8] clampings leads to constrained intracomplex motion and distinct photophysical properties.
- Authors:
-
[1];
[3];
[2];
[1]
- Melville Laboratory for Polymer Synthesis, Department of Chemistry, University of Cambridge, Cambridge, UK
- Department of Chemistry, Institute for Sustainability and Energy at Northwestern, Northwestern University, Evanston, USA
- Department of Chemistry, University of Cambridge, Cambridge, UK
- Department of Chemistry, King's College London, London, UK
- Publication Date:
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1577397
- Grant/Contract Number:
- FG02-99ER14999
- Resource Type:
- Published Article
- Journal Name:
- Chemical Science
- Additional Journal Information:
- Journal Name: Chemical Science Journal Volume: 11 Journal Issue: 3; Journal ID: ISSN 2041-6520
- Publisher:
- Royal Society of Chemistry (RSC)
- Country of Publication:
- United Kingdom
- Language:
- English
Citation Formats
Wu, Guanglu, Bae, Youn Jue, Olesińska, Magdalena, Antón-García, Daniel, Szabó, István, Rosta, Edina, Wasielewski, Michael R., and Scherman, Oren A. Controlling the structure and photophysics of fluorophore dimers using multiple cucurbit[8]uril clampings. United Kingdom: N. p., 2020.
Web. doi:10.1039/C9SC04587B.
Wu, Guanglu, Bae, Youn Jue, Olesińska, Magdalena, Antón-García, Daniel, Szabó, István, Rosta, Edina, Wasielewski, Michael R., & Scherman, Oren A. Controlling the structure and photophysics of fluorophore dimers using multiple cucurbit[8]uril clampings. United Kingdom. doi:10.1039/C9SC04587B.
Wu, Guanglu, Bae, Youn Jue, Olesińska, Magdalena, Antón-García, Daniel, Szabó, István, Rosta, Edina, Wasielewski, Michael R., and Scherman, Oren A. Wed .
"Controlling the structure and photophysics of fluorophore dimers using multiple cucurbit[8]uril clampings". United Kingdom. doi:10.1039/C9SC04587B.
@article{osti_1577397,
title = {Controlling the structure and photophysics of fluorophore dimers using multiple cucurbit[8]uril clampings},
author = {Wu, Guanglu and Bae, Youn Jue and Olesińska, Magdalena and Antón-García, Daniel and Szabó, István and Rosta, Edina and Wasielewski, Michael R. and Scherman, Oren A.},
abstractNote = {Dimerisation of a wide range of fluorophores through multiple CB[8] clampings leads to constrained intracomplex motion and distinct photophysical properties.},
doi = {10.1039/C9SC04587B},
journal = {Chemical Science},
number = 3,
volume = 11,
place = {United Kingdom},
year = {2020},
month = {1}
}
Free Publicly Available Full Text
Publisher's Version of Record
DOI: 10.1039/C9SC04587B
DOI: 10.1039/C9SC04587B
Other availability
Search WorldCat to find libraries that may hold this journal
Cited by: 1 work
Citation information provided by
Web of Science
Web of Science
Save to My Library
You must Sign In or Create an Account in order to save documents to your library.
Works referenced in this record:
Harnessing singlet exciton fission to break the Shockley–Queisser limit
journal, October 2017
- Rao, Akshay; Friend, Richard H.
- Nature Reviews Materials, Vol. 2, Issue 11
The cucurbituril ‘portal’ effect
journal, July 2014
- Senler, Sanem; Li, Wei; Tootoonchi, Mohammad Hossein
- Supramolecular Chemistry, Vol. 26, Issue 9
Design Principles for the Optimization of Guest Binding in Aromatic-Paneled Fe II 4 L 6 Cages
journal, July 2017
- Ronson, Tanya K.; Meng, Wenjing; Nitschke, Jonathan R.
- Journal of the American Chemical Society, Vol. 139, Issue 28
A novel graphite-like stacking structure in a discrete molecule and its molecular recognition behavior
journal, January 2018
- Akine, Shigehisa; Onuma, Takahiro; Nabeshima, Tatsuya
- New Journal of Chemistry, Vol. 42, Issue 12
Highly Enhanced Fluorescence of Supramolecular Polymers Based on a Cyanostilbene Derivative and Cucurbit[8]uril in Aqueous Solution
journal, November 2016
- Kim, Hyeong-Ju; Whang, Dong Ryeol; Gierschner, Johannes
- Angewandte Chemie International Edition, Vol. 55, Issue 51
The peculiarities of the spectral luminescence properties of N-anthryl-substituted pyridinium cations
journal, March 1993
- Kharlanov, V. A.; Knyazhansky, M. I.; Makarova, N. I.
- Journal of Photochemistry and Photobiology A: Chemistry, Vol. 70, Issue 3
Discrete face-to-face stacking of anthracene inducing high-efficiency excimer fluorescence in solids via a thermally activated phase transition
journal, January 2017
- Shen, Yue; Liu, Haichao; Zhang, Shitong
- Journal of Materials Chemistry C, Vol. 5, Issue 38
2:2 Complexes from Diphenylpyridiniums and Cucurbit[8]uril: Encapsulation-Promoted Dimerization of Electrostatically Repulsing Pyridiniums
journal, April 2018
- Yang, Bo; Yu, Shang-Bo; Wang, Hui
- Chemistry - An Asian Journal, Vol. 13, Issue 10
Probing Distance Dependent Charge-Transfer Character in Excimers of Extended Viologen Cyclophanes Using Femtosecond Vibrational Spectroscopy
journal, September 2017
- Wu, Yilei; Zhou, Jiawang; Phelan, Brian T.
- Journal of the American Chemical Society, Vol. 139, Issue 40
Excimer formation and evolution of excited state properties in discrete dimeric stacking of an anthracene derivative: a computational investigation
journal, January 2018
- Gao, Yu; Liu, Haichao; Zhang, Shitong
- Physical Chemistry Chemical Physics, Vol. 20, Issue 17
Recognition-Mediated Light-Up of Thiazole Orange with Cucurbit[8]uril: Exchange and Release by Chemical Stimuli
journal, December 2011
- Mohanty, Jyotirmayee; Thakur, Neha; Dutta Choudhury, Sharmistha
- The Journal of Physical Chemistry B, Vol. 116, Issue 1
Absorption and Emission Spectra of Anthracene Dimers
journal, November 1966
- Chandross, Edwin A.; Ferguson, J.; McRae, E. G.
- The Journal of Chemical Physics, Vol. 45, Issue 10
Absorption and Excimer Fluorescence Spectra of Sandwich Dimers of Substituted Anthracenes
journal, November 1966
- Chandross, Edwin A.; Ferguson, J.
- The Journal of Chemical Physics, Vol. 45, Issue 10
Discrete π-Stacks of Perylene Bisimide Dyes within Folda-Dimers: Insight into Long- and Short-Range Exciton Coupling
journal, July 2018
- Kaufmann, Christina; Bialas, David; Stolte, Matthias
- Journal of the American Chemical Society, Vol. 140, Issue 31
Fluorescent Dyes and Their Supramolecular Host/Guest Complexes with Macrocycles in Aqueous Solution
journal, December 2011
- Dsouza, Roy N.; Pischel, Uwe; Nau, Werner M.
- Chemical Reviews, Vol. 111, Issue 12
Intramolecular fluorescence quenching of anthracene by heterocyclic ligands
journal, January 1976
- Blackburn, G. Michael; Lockwood, Geoffrey; Solan, Vishnu
- Journal of the Chemical Society, Perkin Transactions 2, Issue 12
Cucurbiturils: from synthesis to high-affinity binding and catalysis
journal, January 2015
- Assaf, Khaleel I.; Nau, Werner M.
- Chemical Society Reviews, Vol. 44, Issue 2
Fluorescence quantum yield determinations. 9,10-Diphenylanthracene as a reference standard in different solvents
journal, April 1976
- Morris, John V.; Mahaney, Mary A.; Huber, J. Robert
- The Journal of Physical Chemistry, Vol. 80, Issue 9
Aggregation-induced emission
journal, January 2011
- Hong, Yuning; Lam, Jacky W. Y.; Tang, Ben Zhong
- Chemical Society Reviews, Vol. 40, Issue 11
Cucurbit[8]uril Controls the Folding of Cationic Diaryl Ureas in Water
journal, January 2008
- Chakrabarti, Sriparna; Isaacs, Lyle
- Supramolecular Chemistry, Vol. 20, Issue 1-2
Selective Inclusion of a Hetero-Guest Pair in a Molecular Host: Formation of Stable Charge-Transfer Complexes in Cucurbit[8]uril
journal, April 2001
- Kim, Hee-Joon; Heo, Jungseok; Jeon, Woo Sung
- Angewandte Chemie International Edition, Vol. 40, Issue 8
Highly Sensitive Fluorescence Response to Inclusion Complex Formation of Berberine Alkaloid with Cucurbit[7]uril
journal, March 2008
- Megyesi, Mónika; Biczók, László; Jablonkai, István
- The Journal of Physical Chemistry C, Vol. 112, Issue 9
Tunable fluorescence behaviors of a supramolecular system based on a fluorene derivative and cucurbit[8]uril and its application for ATP sensing
journal, January 2017
- Ye, Rongqin; Cui, Qianling; Yao, Chuang
- Physical Chemistry Chemical Physics, Vol. 19, Issue 46
ExBox: A Polycyclic Aromatic Hydrocarbon Scavenger
journal, October 2012
- Barnes, Jonathan C.; Juríček, Michal; Strutt, Nathan L.
- Journal of the American Chemical Society, Vol. 135, Issue 1
Ultrastable Rhodamine with Cucurbituril
journal, June 2005
- Mohanty, Jyotirmayee; Nau, Werner M.
- Angewandte Chemie International Edition, Vol. 44, Issue 24
Aggregates of Quadrupolar Dyes: Giant Two-Photon Absorption from Biexciton States
journal, December 2006
- D'Avino, Gabriele; Terenziani, Francesca; Painelli, Anna
- The Journal of Physical Chemistry B, Vol. 110, Issue 51
A supramolecular approach to fabricate highly emissive smart materials
journal, August 2013
- Liu, Kai; Yao, Yuxing; Kang, Yuetong
- Scientific Reports, Vol. 3, Issue 1
Cucurbituril-Based Molecular Recognition
journal, November 2015
- Barrow, Steven J.; Kasera, Setu; Rowland, Matthew J.
- Chemical Reviews, Vol. 115, Issue 22
Non-Kasha Behavior in Quadrupolar Dye Aggregates: The Red-Shifted H-Aggregate
journal, January 2019
- Zheng, Chenyu; Zhong, Chuwei; Collison, Christopher J.
- The Journal of Physical Chemistry C, Vol. 123, Issue 5
Charge Transfer and Excimer Formation
journal, November 1963
- Slifkin, M. A.
- Nature, Vol. 200, Issue 4908
Synthesis of NonsymmetricallyN,N′-Diaryl-Substituted 4,4′-Bipyridinium Salts with Redox-Tunable and Titanium Dioxide (TiO2)-Anchoring Properties
journal, December 2005
- Bongard, Dirk; Möller, Martin; Rao, S. Nagaraja
- Helvetica Chimica Acta, Vol. 88, Issue 12
Cucurbituril Complexation Enhances Intersystem Crossing and Triplet Lifetime of 2,4,6-Triphenylpyrylium Ion
journal, January 2010
- Montes-Navajas, Pedro; Garcia, Hermenegildo
- The Journal of Physical Chemistry C, Vol. 114, Issue 5
Directional Self-Sorting with Cucurbit[8]uril Controlled by Allosteric π-π and Metal-Metal Interactions
journal, May 2018
- Kotturi, Kondalarao; Masson, Eric
- Chemistry - A European Journal, Vol. 24, Issue 34
H- and J-Aggregate Behavior in Polymeric Semiconductors
journal, April 2014
- Spano, Frank C.; Silva, Carlos
- Annual Review of Physical Chemistry, Vol. 65, Issue 1
Atropisomerization in Confined Space; Cucurbiturils as Tools to Determine the Torsional Barrier of Substituted Biphenyls: Torsional Barriers of Substituted Biphenyls
journal, November 2013
- Joseph, Roymon; Masson, Eric
- European Journal of Organic Chemistry, Vol. 2014, Issue 1
Piezoluminescence and Liquid Crystallinity of 4,4′-(9,10-Anthracenediyl)bispyridinium Salts
journal, May 2015
- Kohmoto, Shigeo; Chuko, Tomotaka; Hisamatsu, Shugo
- Crystal Growth & Design, Vol. 15, Issue 6
Synthesis of a Water-Soluble Conjugated[3]Rotaxane
journal, September 1996
- Anderson, Sally; Anderson, Harry L.
- Angewandte Chemie International Edition in English, Vol. 35, Issue 17
Cucurbituril Encapsulation of Fluorescent Dyes
journal, March 2007
- Koner, Apurba L.; Nau, Werner M.
- Supramolecular Chemistry, Vol. 19, Issue 1-2
Multivalency in supramolecular chemistry and nanofabrication
journal, January 2004
- Mulder, Alart; Huskens, Jurriaan; Reinhoudt, David N.
- Organic & Biomolecular Chemistry, Vol. 2, Issue 23
A Macrocyclic Fluorophore Dimer with Flexible Linkers: Bright Excimer Emission with a Long Fluorescence Lifetime
journal, April 2016
- Osaki, Hiroshi; Chou, Chih-Ming; Taki, Masayasu
- Angewandte Chemie International Edition, Vol. 55, Issue 25
Design of Organic Molecules with Large Two-Photon Absorption Cross Sections
journal, September 1998
- Albota, M.
- Science, Vol. 281, Issue 5383
Modeling Singlet Fission in Rylene and Diketopyrrolopyrrole Derivatives: The Role of the Charge Transfer State in Superexchange and Excimer Formation
journal, May 2017
- Miller, Claire E.; Wasielewski, Michael R.; Schatz, George C.
- The Journal of Physical Chemistry C, Vol. 121, Issue 19
Exclusive Formation of 1:1 and 2:2 Complexes between Cucurbit[8]uril and Electron Donor-acceptor Molecules Induced by Host-stabilized Charge-transfer Interactions
journal, June 2007
- Ko, Young Ho; Kim, Kyungpil; Kim, Eunju
- Supramolecular Chemistry, Vol. 19, Issue 4-5
Phosphorescence Control Mediated by Molecular Rotation and Aurophilic Interactions in Amphidynamic Crystals of 1,4-Bis[tri-( p -fluorophenyl)phosphane-gold(I)-ethynyl]benzene
journal, November 2017
- Jin, Mingoo; Chung, Tim S.; Seki, Tomohiro
- Journal of the American Chemical Society, Vol. 139, Issue 49
Biological Water: Femtosecond Dynamics of Macromolecular Hydration
journal, December 2002
- Pal, Samir Kumar; Peon, Jorge; Bagchi, Biman
- The Journal of Physical Chemistry B, Vol. 106, Issue 48
A Cucurbit[8]uril 2:2 Complex with a Negative p K a Shift
journal, August 2019
- Yin, Hang; Cheng, Qian; Rosas, Roselyne
- Chemistry – A European Journal, Vol. 25, Issue 54
Facile Cucurbit[8]uril-Based Supramolecular Approach To Fabricate Tunable Luminescent Materials in Aqueous Solution
journal, May 2016
- Ni, Xin-Long; Chen, Shiyan; Yang, Yaping
- Journal of the American Chemical Society, Vol. 138, Issue 19
Self-assembly of organic dyes in supramolecular aggregates
journal, January 2016
- Heyne, Belinda
- Photochemical & Photobiological Sciences, Vol. 15, Issue 9
Fluorescence Enhancement of Di- p -tolyl Viologen by Complexation in Cucurbit[7]uril
journal, February 2012
- Freitag, Marina; Gundlach, Lars; Piotrowiak, Piotr
- Journal of the American Chemical Society, Vol. 134, Issue 7
Sequence-Specific Recognition and Cooperative Dimerization of N-Terminal Aromatic Peptides in Aqueous Solution by a Synthetic Host
journal, September 2006
- Heitmann, Lisa M.; Taylor, Alexander B.; Hart, P. John
- Journal of the American Chemical Society, Vol. 128, Issue 38
Structure and selectivity in host-guest complexes of cucurbituril
journal, November 1986
- Mock, William L.; Shih, Neng Yang
- The Journal of Organic Chemistry, Vol. 51, Issue 23
Mining 2:2 Complexes from 1:1 Stoichiometry: Formation of Cucurbit[8]uril–Diarylviologen Quaternary Complexes Favored by Electron-Donating Substituents
journal, February 2017
- Wu, Guanglu; Olesińska, Magdalena; Wu, Yuchao
- Journal of the American Chemical Society, Vol. 139, Issue 8
Singlet Fission in 9,10-Bis(phenylethynyl)anthracene Thin Films
journal, October 2018
- Bae, Youn Jue; Kang, Gyeongwon; Malliakas, Christos D.
- Journal of the American Chemical Society, Vol. 140, Issue 45
Modular supramolecular dimerization of optically tunable extended aryl viologens
journal, January 2019
- Olesińska, Magdalena; Wu, Guanglu; Gómez-Coca, Silvia
- Chemical Science, Vol. 10, Issue 38
J-Aggregates: From Serendipitous Discovery to Supramolecular Engineering of Functional Dye Materials
journal, March 2011
- Würthner, Frank; Kaiser, Theo E.; Saha-Möller, Chantu R.
- Angewandte Chemie International Edition, Vol. 50, Issue 15
The mechanism of excimer formation: an experimental and theoretical study on the pyrene dimer
journal, January 2017
- Hoche, Joscha; Schmitt, Hans-Christian; Humeniuk, Alexander
- Physical Chemistry Chemical Physics, Vol. 19, Issue 36
Diabatization for Time-Dependent Density Functional Theory: Exciton Transfers and Related Conical Intersections
journal, November 2016
- Tamura, Hiroyuki
- The Journal of Physical Chemistry A, Vol. 120, Issue 46
Excimer-induced high-efficiency fluorescence due to pairwise anthracene stacking in a crystal with long lifetime
journal, January 2016
- Liu, Haichao; Yao, Liang; Li, Bao
- Chemical Communications, Vol. 52, Issue 46
Oligopeptide-CB[8] complexation with switchable binding pathways
journal, January 2019
- Wu, Guanglu; Clarke, David E.; Wu, Ce
- Organic & Biomolecular Chemistry, Vol. 17, Issue 14
A Hydrophobic Nanocapsule Controls the Photophysics of Aromatic Molecules by Suppressing Their Favored Solution Pathways
journal, March 2005
- Kaanumalle, Lakshmi S.; Gibb, Corinne L. D.; Gibb, Bruce C.
- Journal of the American Chemical Society, Vol. 127, Issue 11
Control of the Supramolecular Excimer Formation of Thioflavin T within a Cucurbit[8]uril Host: A Fluorescence On/Off Mechanism
journal, May 2009
- Mohanty, Jyotirmayee; Dutta Choudhury, Sharmistha; Upadhyaya, Hari P.
- Chemistry - A European Journal, Vol. 15, Issue 21
Cucurbit[8]uril-mediated pseudo[2,3]rotaxanes
journal, January 2019
- Wu, Guanglu; Szabó, István; Rosta, Edina
- Chemical Communications, Vol. 55, Issue 88
Supramolecular Ex plorations: Ex hibiting the Ex tent of Ex tended Cationic Cyclophanes
journal, January 2016
- Dale, Edward J.; Vermeulen, Nicolaas A.; Juríček, Michal
- Accounts of Chemical Research, Vol. 49, Issue 2
Synthesis and characterisation of rylene diimide dimers using molecular handcuffs
journal, January 2019
- Yang, Lixu; Langer, Philipp; Davies, E. Stephen
- Chemical Science, Vol. 10, Issue 13