El Aziz, Youssef; Taylor, Peter G.; Bassindale, Alan R.; Coles, Simon J. and Pitak, Mateusz B.
(2016).
| DOI (Digital Object Identifier) Link: | https://doi.org/10.1021/acs.organomet.6b00565 |
|---|---|
| Google Scholar: | Look up in Google Scholar |
Abstract
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 |
| Interdisciplinary Research Centre: | Biomedical Research Network (BRN) Centre for Earth, Planetary, Space and Astronomical Research (CEPSAR) |
| Item ID: | 48419 |
| Depositing User: | Peter Taylor |
| Date Deposited: | 07 Feb 2017 17:13 |
| Last Modified: | 10 Mar 2017 11:07 |
| URI: | http://oro.open.ac.uk/id/eprint/48419 |
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