<p>Investigation of tautomerism and proton exchange involving protons bound to nitrogen and oxygen atoms is possible through evaluation of the proton-exchange rate and the factors affecting it. In this study, the dynamic NMR behavior of 2-(aryl)-4,5-diphenyl-1H-imidazole derivatives in solution was examined by analyzing concentration-dependent <sup>1</sup>H and <sup>13</sup>C NMR spectra. The observed concentration-dependent spectral changes provide qualitative information on NH proton exchange and tautomerism in these systems. In addition, certain characteristic spectral features associated with the aryl substituent at the 2-position of the imidazole ring were identified, which can assist in the interpretation of overlapped proton and carbon signals. This dynamic NMR–based approach is presented as a qualitative and complementary tool for NMR data analysis, used alongside conventional two-dimensional NMR techniques such as TOCSY, and is not intended to replace these methods.</p> Graphical abstract <p></p>

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An experimental dynamic NMR study of 2-(aryl)-4,5-diphenyl-1H-imidazoles in solution: insights into NH proton exchange, tautomerism, and spectral differentiation of trisubstituted imidazoles

  • Nahid Yaghmaeiyan,
  • Mahdi Mirzaei,
  • Abdolhamid Bamoniri

摘要

Investigation of tautomerism and proton exchange involving protons bound to nitrogen and oxygen atoms is possible through evaluation of the proton-exchange rate and the factors affecting it. In this study, the dynamic NMR behavior of 2-(aryl)-4,5-diphenyl-1H-imidazole derivatives in solution was examined by analyzing concentration-dependent 1H and 13C NMR spectra. The observed concentration-dependent spectral changes provide qualitative information on NH proton exchange and tautomerism in these systems. In addition, certain characteristic spectral features associated with the aryl substituent at the 2-position of the imidazole ring were identified, which can assist in the interpretation of overlapped proton and carbon signals. This dynamic NMR–based approach is presented as a qualitative and complementary tool for NMR data analysis, used alongside conventional two-dimensional NMR techniques such as TOCSY, and is not intended to replace these methods.

Graphical abstract