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Benzo-21-Crown-7/Secondary Dialkylammonium Salt [2]Pseudorotaxane- and [2]Rotaxane-Type Threaded Structures
Abstract
We demonstrate that secondary dialkylammonium salts can thread through the cavity of benzo-21-crown-7 to form [2]pseudorotaxanes with binding constants (527-1062 M-1 in acetone) higher than the corresponding values (135-261 M-1 in acetone) of the analogous complexes with their traditionally used host, dibenzo-24-crown-8. Based on this new benzo-21-crown-7/secondary dialkylammonium salt recognition motif, a [2]rotaxane was successfully prepared. The formation of these threaded structures was confirmed by proton NMR spectroscopy, electrospray ionization mass spectrometry, and X-ray single crystal analysis.
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Cited by
Stimuli-responsive supramolecular polymeric materials
Yan, X., Wang, F., Zheng, B., & Huang, F. (2012) · Chemical Society Reviews · doi:10.1039/c2cs35091b · Cited by 1,631
Self-citationXia, D., Wang, P., Ji, X., Khashab, N. M., Sessler, J. L., & Huang, F. (2020) · Chemical Reviews · doi:10.1021/acs.chemrev.9b00839 · Cited by 734
Self-citationYan, X., Xu, D., Chi, X., Chen, J., Dong, S., Ding, X., Yu, Y., & Huang, F. (2012) · Advanced Materials · doi:10.1002/adma.201103220 · Cited by 697
Self-citationWei, P., Yan, X., & Huang, F. (2015) · Chemical Society Reviews · doi:10.1039/c4cs00327f · Cited by 566
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Metadata
- Authors
- Zhang, C., Li, S., Zhang, J., Zhu, K., Li, N., & Huang, F.
- Venue
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Published
- 2007-11-30
- Volume
- 9
- Issue
- 26
- Pages
- 5553-5556
- ISSN
- 1523-7052 (ISSN-L)
- 1523-7060
- OpenAlex
- W2094171796
- Cited by
- 267
- References
- 0
- FWCI
- 3.93
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Benzo-21-Crown-7/Secondary Dialkylammonium Salt [2]Pseudorotaxane- and [2]Rotaxane-Type Threaded Structures. https://app.cochat.ai/papers/10.1021/ol702510c
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- Zhang, C., Li, S., Zhang, J., Zhu, K., Li, N., & Huang, F. (2007). Benzo-21-Crown-7/Secondary Dialkylammonium Salt [2]Pseudorotaxane- and [2]Rotaxane-Type Threaded Structures. Organic Letters. https://doi.org/10.1021/ol702510c
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