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Article: Ring-in-ring(s) complexes exhibiting tunable multicolor photoluminescence

TitleRing-in-ring(s) complexes exhibiting tunable multicolor photoluminescence
Authors
Issue Date2020
Citation
Journal of the American Chemical Society, 2020, v. 142, n. 39, p. 16849-16860 How to Cite?
AbstractOne ring threaded by two other rings to form a non-intertwined ternary ring-in-rings motif is a challenging task in noncovalent synthesis. Constructing multicolor photoluminescence systems with tunable properties is also a fundamental research goal, which can lead to applications in multidimensional biological imaging, visual displays, and encryption materials. Herein, we describe the design and synthesis of binary and ternary ring-in-ring(s) complexes, based on an extended tetracationic cyclophane and cucurbit[8]uril. The formation of these complexes is accompanied by tunable multicolor fluorescence outputs. On mixing equimolar amounts of the cyclophane and cucurbit[8]uril, a 1:1 ring-in-ring complex is formed as a result of hydrophobic interactions associated with a favorable change in entropy. With the addition of another equivalent of cucurbit[8]uril, a 1:2 ring-in-rings complex is formed, facilitated by additional ion−dipole interactions involving the pyridinium units in the cyclophane and the carbonyl groups in cucurbit[8]uril. Because of the narrowing in the energy gaps of the cyclophane within the rigid hydrophobic cavities of cucurbit[8]urils, the binary and ternary ring-in-ring(s) complexes emit green and bright yellow fluorescence, respectively. A series of color-tunable emissions, such as sky blue, cyan, green, and yellow with increased fluorescence lifetimes, can be achieved by simply adding cucurbit[8]uril to an aqueous solution of the cyclophane. Notably, the smaller cyclobis(paraquat-p-phenylene), which contains the same p-xylylene linkers as the extended tetracationic cyclophane, does not form ring-in-ring(s) complexes with cucurbit[8]uril. The encapsulation of this extended tetracationic cyclophane by both one and two cucurbit[8]urils provides an incentive to design and synthesize more advanced supramolecular systems, as well as opening up a feasible approach toward achieving tunable multicolor photoluminescence with single chromophores.
Persistent Identifierhttp://hdl.handle.net/10722/327716
ISSN
2023 Impact Factor: 14.4
2023 SCImago Journal Rankings: 5.489
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorWu, Huang-
dc.contributor.authorWang, Yu-
dc.contributor.authorJones, Leighton O.-
dc.contributor.authorLiu, Wenqi-
dc.contributor.authorSong, Bo-
dc.contributor.authorCui, Yunpeng-
dc.contributor.authorCai, Kang-
dc.contributor.authorZhang, Long-
dc.contributor.authorShen, Dengke-
dc.contributor.authorChen, Xiao Yang-
dc.contributor.authorJiao, Yang-
dc.contributor.authorStern, Charlotte L.-
dc.contributor.authorLi, Xiaopeng-
dc.contributor.authorSchatz, George C.-
dc.contributor.authorFraser Stoddart, J.-
dc.date.accessioned2023-04-24T05:09:27Z-
dc.date.available2023-04-24T05:09:27Z-
dc.date.issued2020-
dc.identifier.citationJournal of the American Chemical Society, 2020, v. 142, n. 39, p. 16849-16860-
dc.identifier.issn0002-7863-
dc.identifier.urihttp://hdl.handle.net/10722/327716-
dc.description.abstractOne ring threaded by two other rings to form a non-intertwined ternary ring-in-rings motif is a challenging task in noncovalent synthesis. Constructing multicolor photoluminescence systems with tunable properties is also a fundamental research goal, which can lead to applications in multidimensional biological imaging, visual displays, and encryption materials. Herein, we describe the design and synthesis of binary and ternary ring-in-ring(s) complexes, based on an extended tetracationic cyclophane and cucurbit[8]uril. The formation of these complexes is accompanied by tunable multicolor fluorescence outputs. On mixing equimolar amounts of the cyclophane and cucurbit[8]uril, a 1:1 ring-in-ring complex is formed as a result of hydrophobic interactions associated with a favorable change in entropy. With the addition of another equivalent of cucurbit[8]uril, a 1:2 ring-in-rings complex is formed, facilitated by additional ion−dipole interactions involving the pyridinium units in the cyclophane and the carbonyl groups in cucurbit[8]uril. Because of the narrowing in the energy gaps of the cyclophane within the rigid hydrophobic cavities of cucurbit[8]urils, the binary and ternary ring-in-ring(s) complexes emit green and bright yellow fluorescence, respectively. A series of color-tunable emissions, such as sky blue, cyan, green, and yellow with increased fluorescence lifetimes, can be achieved by simply adding cucurbit[8]uril to an aqueous solution of the cyclophane. Notably, the smaller cyclobis(paraquat-p-phenylene), which contains the same p-xylylene linkers as the extended tetracationic cyclophane, does not form ring-in-ring(s) complexes with cucurbit[8]uril. The encapsulation of this extended tetracationic cyclophane by both one and two cucurbit[8]urils provides an incentive to design and synthesize more advanced supramolecular systems, as well as opening up a feasible approach toward achieving tunable multicolor photoluminescence with single chromophores.-
dc.languageeng-
dc.relation.ispartofJournal of the American Chemical Society-
dc.titleRing-in-ring(s) complexes exhibiting tunable multicolor photoluminescence-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/jacs.0c07745-
dc.identifier.pmid32886881-
dc.identifier.scopuseid_2-s2.0-85092428725-
dc.identifier.volume142-
dc.identifier.issue39-
dc.identifier.spage16849-
dc.identifier.epage16860-
dc.identifier.eissn1520-5126-
dc.identifier.isiWOS:000577115100038-

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