<p>The reaction of 4,5-dimethyl-2-(perfluoroindan-5-yl)-1<i>H</i>-imidazol-1-ol with aliphatic alcohols produced 6-alkoxy-substituted 2-(perfluoroindan-5-yl)-1<i>H</i>-imidazol-1-ols. The structures of the obtained compounds were confirmed by <sup>1</sup>H, <sup>19</sup>F, <sup>13</sup>C, and <sup>15</sup>N NMR spectroscopy. NMR studies showed that 4,5-dialkyl-2-(6-alkoxy-1,1,2,2,3,3,4,7-octafluoroindan-5-yl)-1<i>H</i>-imidazol-1-ols demonstrated a shift in tautomeric equilibrium from the <i>N</i>-hydroxy tautomer in DMSO-d<sub>6</sub> solution toward an increase in the <i>N</i>-oxide form fraction in CD<sub>3</sub>OD solution.</p>

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Reaction of 4,5-dimethyl-2-(perfluoroindan-5-yl)-1H-imidazol-1-ol with aliphatic alcohols

  • V. I. Krasnov,
  • A. S. Vinogradov,
  • I. A. Os’kina

摘要

The reaction of 4,5-dimethyl-2-(perfluoroindan-5-yl)-1H-imidazol-1-ol with aliphatic alcohols produced 6-alkoxy-substituted 2-(perfluoroindan-5-yl)-1H-imidazol-1-ols. The structures of the obtained compounds were confirmed by 1H, 19F, 13C, and 15N NMR spectroscopy. NMR studies showed that 4,5-dialkyl-2-(6-alkoxy-1,1,2,2,3,3,4,7-octafluoroindan-5-yl)-1H-imidazol-1-ols demonstrated a shift in tautomeric equilibrium from the N-hydroxy tautomer in DMSO-d6 solution toward an increase in the N-oxide form fraction in CD3OD solution.