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

Gleiston G. Dias, Esther R.S. Paz, Juliana Y. Kadooca, Adão A. Sabino, Luiz A. Cury, Kohei Torikai, Carlos A. De Simone, Felipe Fantuzzi, Eufrânio N. Da Silva Júnior

Research output: Contribution to journalArticlepeer-review

Abstract

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.

Original languageEnglish
Pages (from-to)264-278
Number of pages15
JournalJournal of Organic Chemistry
Volume86
Issue number1
DOIs
Publication statusPublished - Jan 1 2021

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Rhodium(III)-Catalyzed C-H/N-H Alkyne Annulation of Nonsymmetric 2-Aryl (Benz)imidazole Derivatives: Photophysical and Mechanistic Insights'. Together they form a unique fingerprint.

Cite this