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Novel Lewis-base ionic liquids replacing typical anions

journal contribution
posted on 17.04.2006, 00:00 authored by M Yoshizawa-Fujita, K Johansson, P Newman, D MacFarlane, Maria ForsythMaria Forsyth
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.

History

Journal

Tetrahedron letters

Volume

47

Issue

16

Pagination

2755 - 2758

Publisher

Elsevier

Location

Amsterdam, The Netherlands

ISSN

0040-4039

eISSN

1873-3581

Language

eng

Publication classification

C1.1 Refereed article in a scholarly journal

Copyright notice

2006, Elsevier Ltd.