Alkyl substituted 4-pyrrolidinopyridinium salts encapsulated in the cavity of cucurbituril
Xu, Weitao; Liu, Ming; Escaño, Mary Clare; Redshaw, Carl; Bian, Bing; Fan, Ying; Tao, Zhu; Xiao, Xin
Mary Clare Escaño
Professor Carl Redshaw C.Redshaw@hull.ac.uk
Professor of Inorganic Materials Chemistry and REF Lead for Chemistry
The interaction between cucuribituril (Q) and a series of 4-pyrrolidinopyridinium salts bearing aliphatic substituents at the pyridinium nitrogen, namely 4-(C4H8N)C5H5NRBr, where R = Et (g1), n-butyl (g2), n-pentyl (g3), n-hexyl (g4), n-octyl (g5), n-dodecyl (g6), has been studied in aqueous solution by 1H NMR spectroscopy, electronic absorption spectroscopy and mass spectrometry. The results revealed that the guests g1–g5 are located completely inside the cavity differing only in the orientation of g1, g4 and g5 which are aligned with the portal, whilst g2 and g3 are perpendicular to it. For g6, the tetrahydropyrrole moiety remains outside of the portal. DFT calculations confirm the stability of the guests in the Q and the possibility of their curved structure inside the Q.
|Journal Article Type||Article|
|Journal||New Journal of Chemistry|
|Publisher||Royal Society of Chemistry|
|Peer Reviewed||Peer Reviewed|
|APA6 Citation||Xu, W., Liu, M., Escaño, M. C., Redshaw, C., Bian, B., Fan, Y., …Xiao, X. (in press). Alkyl substituted 4-pyrrolidinopyridinium salts encapsulated in the cavity of cucurbituril. New journal of chemistry = Nouveau journal de chimie, https://doi.org/10.1039/c9nj01089k|
|Keywords||Materials Chemistry; General Chemistry; Catalysis|
|Additional Information||This is the accepted manuscript of an article published in New journal of chemistry, 2019. The version of record is available at the DOI link in this record.|
This file is under embargo until Apr 11, 2020 due to copyright reasons.
Contact C.Redshaw@hull.ac.uk to request a copy for personal use.
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