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NMR Study of the Tautomeric Behavior of N-(alpha-Aminoalkyl)tetrazoles

  作者 KATRITZKY ALAN R; ELGENDY BAHAA ELDIEN M; DRAGHICI BOGDAN; HALL C DENNIS; STEEL PETER J  
  选自 期刊  Journal of Organic Chemistry;  卷期  2010年75-19;  页码  6468-6476  
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[摘要]N-(alpha-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.

 
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