Adams, D. J. , Clark, J. H. and Nightingale, D. J. (1999) The effect of basicity on fluorodenitration reactions using tetramethylammonium salts. Tetrahedron, 55(25), pp. 7725-7738. (doi: 10.1016/S0040-4020(99)00409-3)
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Abstract
The fluorodenitration of several nitroaromatics with tetramethylammonium salts has been found to be dependent on the basicity of the fluorinating species. Tetramethylammonium fluoride is highly basic and is capable of inducing H-D exchange in 1,3-dinitrobenzene, as well as deprotonating N,N-dimethylacetamide. Reaction of the fluoride with phthalic anhydride forms the bifluoride in situ. Tetramethylammonium bifluoride gives higher yields of the required fluoroaromatic, but slower reaction rates than the corresponding fluoride.
| Item Type: | Articles |
|---|---|
| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | Adams, Dave |
| Authors: | Adams, D. J., Clark, J. H., and Nightingale, D. J. |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | Tetrahedron |
| Publisher: | Elsevier |
| ISSN: | 0040-4020 |
| ISSN (Online): | 1464-5416 |
| Published Online: | 19 July 1999 |
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