Novel Lewis-base ionic liquids replacing typical anions

Yoshizawa-Fujita, Masahiro, Johansson, Katarina, Newman, Peter, MacFarlane, Douglas R. and Forsyth, Maria 2006, Novel Lewis-base ionic liquids replacing typical anions, Tetrahedron letters, vol. 47, no. 16, pp. 2755-2758.

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Title Novel Lewis-base ionic liquids replacing typical anions
Author(s) Yoshizawa-Fujita, Masahiro
Johansson, Katarina
Newman, Peter
MacFarlane, Douglas R.
Forsyth, Maria
Journal name Tetrahedron letters
Volume number 47
Issue number 16
Start page 2755
End page 2758
Publisher Elsevier
Place of publication Amsterdam, The Netherlands
Publication date 2006-04-17
ISSN 0040-4039
1873-3581
Keyword(s) ionic liquids
Lewis base
nucleophilicity
pyrrolidinium salts
Summary We have synthesized two kinds of new Lewis-base ionic liquids (ILs); one is based on the relatively strong Lewis basic acetate anion, and the other is a salt composed of a mono-alkylated diamine such that the Lewis base site is incorporated in the cation. 1-Octyl-4-aza-1-azonia-bicyclo[2.2.2]octane bis(trifluoromethanesulfonyl)amide, [C8dabco]TFSA, and N-butyl-N-methylpyrrolidinium acetate, [p1,4]OAc, melted into fluid liquids at 26 and 81 °C, respectively. The thermal decomposition of [p1,4]OAc started at around 150 °C, whereas the thermal stability of [C8dabco]TFSA was almost equal to that of typical TFSA-based ILs in spite of the Lewis base site. This suggests that if the Lewis base site is incorporated into the cation the IL can maintain higher thermal stability. In addition, as a further result of the presence of the basic nitrogen, [C8dabco]TFSA can dissolve hydrated Cu(NO3)2 whereas the other TFSA-based ILs cannot.
Language eng
Field of Research 039999 Chemical Sciences not elsewhere classified
Socio Economic Objective 970103 Expanding Knowledge in the Chemical Sciences
HERDC Research category C1.1 Refereed article in a scholarly journal
Copyright notice ©2006, Elsevier Ltd.
Persistent URL http://hdl.handle.net/10536/DRO/DU:30030297

Document type: Journal Article
Collection: Institute for Technology Research and Innovation
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