Abstract
The functionality at the C-2 position of the imidazole ring plays a key role in defining the chemical properties of the imidazoles and their corresponding ionic liquids. Imidazoles 1-6 with different C-2 functionality were synthesized and their corresponding ionic liquids were systematically investigated. Based on their physical properties the six imidazoles can be divided into three groups. (1) The imidazoles 2 and 3 are capable of self-polymerization to form poly(ionic liquid)s, and they are characterized with a strong leaving group at the C-2 position. (2) The imidazoles 4 and 5 can form ionic liquids, but they are very sensitive to moisture. (3) The imidazoles 1 and 6 can form stable ionic liquids, and their stabilities were influenced by the electronic effects of the substituents at the C-2 position.
| Original language | English |
|---|---|
| Pages (from-to) | 5308-5310 |
| Number of pages | 3 |
| Journal | Tetrahedron Letters |
| Volume | 52 |
| Issue number | 41 |
| DOIs | |
| State | Published - Oct 12 2011 |
Funding
This research was supported by the U.S. Department of Energy’s Office of Basic Energy Science, Division of Materials Sciences and Engineering, under contract with UT-Battelle, LLC. C.L. acknowledges Professor Robert C. Corcoran at University of Wyoming for helpful discussions.
| Funders | Funder number |
|---|---|
| U.S. Department of Energy | |
| Basic Energy Sciences | |
| Division of Materials Sciences and Engineering |
Keywords
- Imidazole
- Ionic liquid
- Organic synthesis
- Substituent