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DOI:
https://doi.org/10.34804/supra.20220629449 Cc Cc by 4.0

Title:
Ring-in-Ring(s) Complexes Exhibiting Tunable Multicolor Photoluminescence

https://pubs.acs.org/na101/home/literatum/publisher/achs/journals/content/jacsat/2020/jacsat.2020.142.issue-39/jacs.0c07745/20200924/images/large/ja0c07745_0008.jpeg

Description:
One 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.

Citation:

C. L. Stern, H. Wu, Y. Wang, L. Jones, W. Liu, B. Song, Y. Cui, K. Cai, L. Zhang, D. Shen, X. Chen, Y. Jiao, X. Li, G. Schatz, F. Stoddart, SupraBank 2024, Ring-in-Ring(s) Complexes Exhibiting Tunable Multicolor Photoluminescence (dataset). https://doi.org/10.34804/supra.20220629449

Link: https://doi.org/10.34804/supra.20220629449
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Citation:

H. Wu, Y. Wang, L. O. Jones, W. Liu, B. Song, Y. Cui, K. Cai, L. Zhang, D. Shen, X.-Y. Chen, et al., J. Am. Chem. Soc. 2020, 142, 16849–16860.

Link: https://doi.org/10.1021/jacs.0c07745
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Creators:
Orcidid | Ror | Huang Wu
Orcidid | Ror | Yu Wang
Orcidid | Ror | Leighton Jones
Orcidid | Ror | Wenqi Liu
Orcidid | Ror | Bo Song
Orcidid | Ror | Yunpeng Cui
Orcidid | Ror | Kang Cai
Orcidid | Ror | Long Zhang
Orcidid | Ror | Dengke Shen
Orcidid | Ror | Xiao-Yang Chen
Orcidid | Ror | Yang Jiao
Orcidid | Ror | Charlotte L. Stern
Orcidid | Ror | Xiaopeng Li
Orcidid | Ror | George Schatz
Orcidid | Ror | Fraser Stoddart

Contributers:
Orcidid | Ror | Nilima Manoj Kumar | DataManager

Subjects:
colloid and surface chemistry catalysis general chemistry biochemistry

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