Neutral isocyanide-templated assembly of pillar[5]arene [2] and [3]pseudorotaxanes
Issued Date
2022-06-01
Resource Type
ISSN
13597345
eISSN
1364548X
Scopus ID
2-s2.0-85131884749
Pubmed ID
35686587
Journal Title
Chemical Communications
Volume
58
Issue
52
Start Page
7253
End Page
7256
Rights Holder(s)
SCOPUS
Bibliographic Citation
Chemical Communications Vol.58 No.52 (2022) , 7253-7256
Suggested Citation
Khamphaijun K., Namnouad P., Docker A., Ruengsuk A., Tantirungrotechai J., Díaz-Torres R., Harding D.J., Bunchuay T. Neutral isocyanide-templated assembly of pillar[5]arene [2] and [3]pseudorotaxanes. Chemical Communications Vol.58 No.52 (2022) , 7253-7256. 7256. doi:10.1039/d2cc02255a Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/84081
Title
Neutral isocyanide-templated assembly of pillar[5]arene [2] and [3]pseudorotaxanes
Author's Affiliation
Other Contributor(s)
Abstract
Unprecedented pillar[5]arene-isocyanide pseudorotaxane complexes are reported. Extensive 1H-NMR experiments reveal remarkably strong binding affinities of alkyl diisocyanide guests (Ka > 105 M−1 in CDCl3) by pillar[5]arenes. Characterised by multinuclear 1H and 13C-NMR spectroscopy and single-crystal X-ray diffraction, it is demonstrated that pillar[5]arenes are capable of encapsulating a series of alkyl diisocyanides wherein either [2]- or [3]pseudorotaxanes can be formed by varying the alkyl chain length. Moreover, electron-deficient aryl isocyanides, are demonstrated to form inclusion complexes within the cavities of pillar[5]arenes stabilised by multiple C-H⋯π interactions.