Abstract
Although host-guest pairing interactions between bisradical dicationic cyclobis(paraquat-p-phenylene) (BB2(+)) and the bipyridinium radical cation (BIPY+) have been studied extensively, host molecules other than BB2(+) are few and far between. Herein, four bisradical dicationic cyclophanes with tunable cavity sizes are investigated as new bisradical dicationic hosts for accommodating the methyl viologen radical cation (MV+) to form trisradical tricationic complexes. The structure-property relationships between cavity sizes and binding affinities have been established by comprehensive solution and solid-state characterizations as well as DFT calculations. The association constants of the four new trisradical tricationic complexes are found to range between 7400 and 170 000 M-1, with the strongest one being 4.3 times higher than that for [MV⊂BB]3(+). The facile accessibility and tunable stability of these new trisradical tricationic complexes make them attractive redox-controlled recognition motifs for further use in supramolecular chemistry and mechanostereochemistry.
Original language | English (US) |
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Pages (from-to) | 107-112 |
Number of pages | 6 |
Journal | Chemical Science |
Volume | 11 |
Issue number | 1 |
DOIs | |
State | Published - 2020 |
Funding
This research is part of the Joint Center of Excellence in Integrated Nano-Systems (JCIN) at King Abdulaziz City for Science and Technology (KACST) and Northwestern University (NU). The authors thank both KACST and NU for their continued support of this research. This work utilized Northwestern University Micro/Nano Fabrication Facility (NUFAB), which is partially supported by the So and Hybrid Nanotechnology Experimental (SHyNE) Resource (NSF ECCS-1542205), the Materials Research Science and Engineering Center (DMR-1720139), the State of Illinois, and Northwestern University. This research is part of the Joint Center of Excellence in Integrated Nano-Systems (JCIN) at King Abdulaziz City for Science and Technology (KACST) and Northwestern University (NU). The authors thank both KACST and NU for their continued support of this research. This work utilized Northwestern University Micro/Nano Fabrication Facility (NUFAB), which is partially supported by the Soft and Hybrid Nanotechnology Experimental (SHyNE) Resource (NSF ECCS-1542205), the Materials Research Science and Engineering Center (DMR-1720139), the State of Illinois, and Northwestern University.
ASJC Scopus subject areas
- General Chemistry
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CCDC 1955704: Experimental Crystal Structure Determination
Cai, K. (Contributor), Shi, Y. (Contributor), Cao, C. (Contributor), Vemuri, S. (Contributor), Cui, B. (Contributor), Shen, D. (Contributor), Wu, H. (Contributor), Zhang, L. (Contributor), Qiu, Y. (Contributor), Chen, H. (Contributor), Jiao, Y. (Contributor), Stern, C. L. (Contributor), Alsubaie, F. M. (Contributor), Xiao, H. (Contributor), Li, J. (Contributor) & Fraser, S. J. (Contributor), Cambridge Crystallographic Data Centre, 2019
DOI: 10.5517/ccdc.csd.cc23n273, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc23n273&sid=DataCite
Dataset
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CCDC 1955711: Experimental Crystal Structure Determination
Cai, K. (Contributor), Shi, Y. (Contributor), Cao, C. (Contributor), Vemuri, S. (Contributor), Cui, B. (Contributor), Shen, D. (Contributor), Wu, H. (Contributor), Zhang, L. (Contributor), Qiu, Y. (Contributor), Chen, H. (Contributor), Jiao, Y. (Contributor), Stern, C. L. (Contributor), Alsubaie, F. M. (Contributor), Xiao, H. (Contributor), Li, J. (Contributor) & Fraser, S. J. (Contributor), Cambridge Crystallographic Data Centre, 2019
DOI: 10.5517/ccdc.csd.cc23n2gb, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc23n2gb&sid=DataCite
Dataset
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CCDC 1955706: Experimental Crystal Structure Determination
Cai, K. (Contributor), Shi, Y. (Contributor), Cao, C. (Contributor), Vemuri, S. (Contributor), Cui, B. (Contributor), Shen, D. (Contributor), Wu, H. (Contributor), Zhang, L. (Contributor), Qiu, Y. (Contributor), Chen, H. (Contributor), Jiao, Y. (Contributor), Stern, C. L. (Contributor), Alsubaie, F. M. (Contributor), Xiao, H. (Contributor), Li, J. (Contributor) & Fraser, S. J. (Contributor), Cambridge Crystallographic Data Centre, 2019
DOI: 10.5517/ccdc.csd.cc23n295, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc23n295&sid=DataCite
Dataset