Abstract
Superelectrophiles: Formamides were designed that when treated with triflic anhydride would be transformed into superelectrophilic amidine dications. These dications were so electrophilic that they underwent in situ dealkylation by the triflate anion (see scheme; Tf = trifluoromethanesulfonyl). DFT calculations were used to determine the mechanistic details of the dealkylation reaction.
| Original language | English |
|---|---|
| Pages (from-to) | 8516-8519 |
| Number of pages | 4 |
| Journal | Angewandte Chemie International Edition |
| Volume | 51 |
| Issue number | 34 |
| Early online date | 13 Jul 2012 |
| DOIs | |
| Publication status | Published - 20 Aug 2012 |
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Keywords
- amidines
- anions
- cations
- dealkylation
- mesylates
- methionine
- molecular structure
- superelectrophiles
Cite this
Kovacevic, L. S., Idziak, C., Markevicius, A., Scullion, C., Corr, M. J., Kennedy, A., ... Murphy, J. A. (2012). Superelectrophilic amidine dications: dealkylation by triflate anion. Angewandte Chemie International Edition , 51(34), 8516-8519. https://doi.org/10.1002/anie.201202990