Stabilisation of alkylcarbamate anions using neutral hydrogen bond donors
Edwards, Peter R., Hiscock, Jennifer R. and Gale, Philip A. (2009) Stabilisation of alkylcarbamate anions using neutral hydrogen bond donors. Tetrahedron Letters, 50, (34), 4922-4924. (doi:10.1016/j.tetlet.2009.06.058).
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Description/Abstract
The interactions of a series of urea-based anion receptors and alkylcarbamate species formed by the reaction of carbon dioxide with primary amines have been investigated by 1H NMR. Significant downfield shifts in the NH proton signals of the receptors in the presence of the alkylcarbamates were observed, consistent with classical host:anion hydrogen-bonding. This observation demonstrates that neutral hydrogen bond donor receptors can compete with ammonium cations to bind carbamates in DMSO-d6 solution.
| Item Type: | Article |
|---|---|
| ISSNs: | 0040-4039 (electronic) |
| Keywords: | carbamate, carbon dioxide, anion binding, hydrogen-bonding |
| Subjects: | Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| Item ID: | 144911 |
| Date Deposited: | 15 Apr 2010 12:51 |
| Last Modified: | 01 Jun 2011 12:44 |
| Contributors: | Edwards, Peter R. (Author) Hiscock, Jennifer R. (Author) Gale, Philip A. (Author) |
| Date: | 26 August 2009 |
| Status: | Published |
| URI: | http://eprints.soton.ac.uk/id/eprint/144911 |
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