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Rhodium(III)-Catalyzed C-H/N-H Alkyne Annulation of Nonsymmetric 2-Aryl (Benz)imidazole Derivatives: Photophysical and Mechanistic Insights.

Gleiston G DiasEsther R S PazJuliana Y KadoocaAdão A SabinoLuiz A CuryKohei TorikaiCarlos A de SimoneFelipe FantuzziEufrânio N da Silva Júnior
Published in: The Journal of organic chemistry (2020)
Rhodium(III) catalysis enabled C-H/N-H alkyne annulation of nonsymmetric imidazole derivatives. This study encompasses the synthesis of imidazoles from a naturally occurring quinoidal compound and their use for the preparation of rigid π-extended imidazole derivatives with outstanding fluorescence. Our study also brings to light the photophysical aspects and the mechanism of the reaction studied via computational calculations. This method provided an efficient and versatile tool for the synthesis of fluorescent compounds with a wide range of chemical and biological applications.
Keyphrases
  • single molecule
  • mass spectrometry
  • molecular dynamics simulations
  • density functional theory
  • ionic liquid
  • solid state