Synthesis and properties of 1,3-diisopropyl-4,5-dimethylimidazolium-2-carboxylate. A stable carbene adduct of carbon dioxide

Authors
Kuhn, N Steimann, M Weyers, G
Citation
N. Kuhn et al., Synthesis and properties of 1,3-diisopropyl-4,5-dimethylimidazolium-2-carboxylate. A stable carbene adduct of carbon dioxide, Z NATURFO B, 54(4), 1999, pp. 427-433
Citations number
49
Categorie Soggetti
Chemistry
Journal title
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES
ISSN journal
09320776 → ACNP
Volume
54
Issue
4
Year of publication
1999
Pages
427 - 433
Database
ISI
SICI code
0932-0776(199904)54:4<427:SAPO1>2.0.ZU;2-G
Abstract
The reaction of 2,3-dihydro-1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene (5) with CO2 gives the imidazolium-2-carboxylate 6. The compound can be tra nsformed into the salts of its corresponding Broenstedt acid 8. The cationi c acid chloride 10a is obtained from 6 and thionyl chloride. Chemical prope rties and spectroscopic data indicate 6 to be less basic than its anionic c ounterparts, e.g. PhCO2-. The X-ray structure of 6 is reported.