405260-76-6

Upstream product

• 7022-92-6 (15N)-aniline 
• 405260-79-9 N-{[5-[(dimethylamino)methylene]-1,3-cyclopentadien-1-yl]methylene}-1,2,4-triazole-4-amine 
• 405260-80-2 C₁₁H₁₃N⁽¹⁵⁾N₄ 

Relevant academic research and scientific papers

Tautomerism in the solid state and in solution of a series of 6-aminofulvene-1-aldimines

To study systems able to sustain intramolecular proton-transfer, we have prepared a series of six aminofulvene aldimines including several labeled with 15N and 2H. These compounds show coupling constants through the hydrogen bond, 1hJ(15N-1H) and 2hJ(15N-15N). The position of the tautomeric equilibria, i.e., on what nitrogen atom is the proton, was determined in the solid state and in solution. The crystal structure of N{([5-[(phenylamino)methylene]- 1,3-cyclopentadien-1-yl]methylene})pyrrole-1-amine (3) has been determined by X-ray analysis. In solution, both N-H and C-H tautomers were observed and their structures assigned by NMR spectroscopy. Particularly useful is the value of the 1J(15N-1H) coupling constant.