Fahlbusch T, Frank M, Schatz J, Schühle DT (2006)
Publication Type: Journal article, Original article
Publication year: 2006
Original Authors: Fahlbusch T., Frank M., Schatz J., Schühle D.T.
Publisher: American Chemical Society
Book Volume: 71
Pages Range: 1688-1691
Journal Issue: 4
DOI: 10.1021/jo052319d
The deprotonation of imidazolium salts to N-heterocyclic carbenes is often a decisive step in modern catalytic reactions. Therefore, we studied the H/D exchange of the C H of 15 imidazolium-substituted calix[4]arenes and 11 nonmacrocyclic model compounds in methanol/water (97:3). The influence of the counterion, substitution directly on the imidazolium unit or on the preorientating calixarene backbone could be studied. The observed exchange rates might give a rational for the suitability of the imidazolium salts as precursors in the Suzuki coupling. © 2006 American Chemical Society.
APA:
Fahlbusch, T., Frank, M., Schatz, J., & Schühle, D.T. (2006). Kinetic acidity of supramolecular imidazolium salts - Effects of substituent, preorientation, and counterions on H/D exchange rates. Journal of Organic Chemistry, 71(4), 1688-1691. https://dx.doi.org/10.1021/jo052319d
MLA:
Fahlbusch, Tilmann, et al. "Kinetic acidity of supramolecular imidazolium salts - Effects of substituent, preorientation, and counterions on H/D exchange rates." Journal of Organic Chemistry 71.4 (2006): 1688-1691.
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