| publication name | NMR Study of the Tautomeric Behavior of N-(α-Aminoalkyl)tetrazoles |
|---|---|
| Authors | Alan R. Katritzky, Bahaa El-Dien M. El-Gendy, Bogdan Draghici, C. Dennis Hall, and Peter J. Steel |
| year | 2010 |
| keywords | |
| journal | |
| volume | Not Available |
| issue | Not Available |
| pages | Not Available |
| publisher | Not Available |
| Local/International | International |
| Paper Link | http://pubs.acs.org/doi/abs/10.1021/jo101195z |
| Full paper | download |
| Supplementary materials | Not Available |
Abstract
N-(α-Aminoalkyl)tetrazoles exist in solution as equilibrium mixtures of N1 and N2 tautomers. The position of equilibrium depends significantly on the polarity of the solvent and the substituents in the tetrazole ring. Interconversion between individual tautomers is shown to proceed via tight ion-pair intermediates in which intramolecular recombination is faster than the intermolecular crossover since the latter probably requires solvent separation of ion-pair intermediates.