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The 2-Position of Imidazolium Ionic Liquids: Substitution and Exchange
Abstract
The 2-position of imidazolium cations is known to be relatively acidic, leading to the useful Arduengo-type carbenes. At the same time, the acidity of this site can lead to undesired side reactions when using imidazolium-based ionic liquids as solvents. In this note, we describe the surprisingly facile deuterium exchange at this position and also the synthesis and exchange under modestly basic conditions (triethylamine) of a series of 2-methyl-substituted compounds.
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Cited by
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Chowdhury, S., Mohan, R. S., & Scott, J. L. (2007) · Tetrahedron · doi:10.1016/j.tet.2006.11.001 · Cited by 593
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Zhao, H., Jones, C. L., Baker, G. A., Xia, S., Olubajo, O., & Person, V. N. (2009) · Journal of Biotechnology · doi:10.1016/j.jbiotec.2008.08.009 · Cited by 492
El Seoud, O. A., Pires, P. A. R., Abdel-Moghny, T., & Bastos, E. L. (2007) · Journal of Colloid and Interface Science · doi:10.1016/j.jcis.2007.04.028 · Cited by 295
Metadata
- Authors
- Handy, S. T., & Okello, M.
- Venue
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2005-01-21
- Volume
- 70
- Issue
- 5
- Pages
- 1915-1918
- ISSN
- 0022-3263 (ISSN-L)
- 1520-6904
- OpenAlex
- W1975469531
- Cited by
- 204
- References
- 0
- FWCI
- 4.46
- Type
- journal article
- Language
- en
- Open access
- closed
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