The Open UniversitySkip to content

Synthesis and Structures of Novel Molecular Ionic Compounds Based on Encapsulation of Anions and Cations

El Aziz, Youssef; Taylor, Peter G.; Bassindale, Alan R.; Coles, Simon J. and Pitak, Mateusz B. (2016). Synthesis and Structures of Novel Molecular Ionic Compounds Based on Encapsulation of Anions and Cations. Organometallics, 35(24) pp. 4004–4013.

DOI (Digital Object Identifier) Link:
Google Scholar: Look up in Google Scholar


The novel coordinate compounds T8[(CH2)n-EWG]8F-18-crown-6-M+ were prepared by reaction of EWG-(CH2)n-Si(OEt)3 (where n = 1−3 and the electron-withdrawing group, EWG, contains an Si−C(sp3) bond) with an 18-crown-6-M+F complex (where M+ is K+, Cs+, and Rb+) in the presence of a limited amount of water. The EWG facilitates the formation and encapsulation of the fluoride anion in a silsesquioxane cage. The reaction takes place by complexing an alkali metal in the crown ether, catalyzing silsesquioxane cage formation, and concomitant encapsulation of a fluoride ion within the final T8 cage. The reaction is simple and takes place in a single step with excellent yields of 81−95%. These novel materials have been studied by 19F and 29Si NMR spectroscopy and X-ray crystallography as well as by MALDI-TOF and ESI mass spectrometry. The T8[(CH2)n-EWG]8F-18-crown-6-M+ compounds can be also synthesized by a facile reaction of 18-crown-6-M+F with the corresponding T8[(CH2)n-EWG]8 cage in nearly quantitative yield. Surprisingly, the single-crystal X-ray diffraction analysis has revealed the presence of 1D and 3D polymeric complexes of T8[(CH2)n-EWG]8F-18-crown-6-M+. To the best of our knowledge, this represents the first dual-encapsulation host−octasilsesquioxane system. The results from thermostability experiments monitored by 19F NMR and 1H NMR and DSC suggest that compound T8[CH2CH2(CF2)3CF3]8F-18-crown-6-K+ is a potential ionic liquid (IL).

Item Type: Journal Item
Copyright Holders: 2016 American Chemical Society
ISSN: 1520-6041
Academic Unit/School: Faculty of Science, Technology, Engineering and Mathematics (STEM) > Life, Health and Chemical Sciences
Faculty of Science, Technology, Engineering and Mathematics (STEM)
Other Departments > Vice-Chancellor's Office
Other Departments
Item ID: 48419
Depositing User: Peter Taylor
Date Deposited: 07 Feb 2017 17:13
Last Modified: 07 Dec 2018 10:48
Share this page:


Altmetrics from Altmetric

Citations from Dimensions

Actions (login may be required)

Policies | Disclaimer

© The Open University   contact the OU