Ruthenium(II)-Catalyzed C–H/N–H Alkyne Annulation of Nonsymmetric Imidazoles: Mechanistic Insights by Computation and Photophysical Properties

Machado, Luana A., Paz, Esther R. S., Araujo, Maria H., Almeida, Leandro D., Bozzi, Ícaro A. O., Dias, Gleiston G., Pereira, Cynthia L. M., Pedrosa, Leandro F., Fantuzzi, Felipe, Martins, Felipe T., and others. (2022) Ruthenium(II)-Catalyzed C–H/N–H Alkyne Annulation of Nonsymmetric Imidazoles: Mechanistic Insights by Computation and Photophysical Properties. European Journal of Organic Chemistry, 2022 (28). Article Number e202200590. ISSN 1434-193X. E-ISSN 1099-0690. (doi:10.1002/ejoc.202200590) (Access to this publication is currently restricted. You may be able to access a copy if URLs are provided) (KAR id:96274)

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Official URL: https://doi.org/10.1002/ejoc.202200590

Abstract

Imidazoles constitute an important class of heterocyclic compounds with extensive potential use, from pharmaceuticals to optoelectronics. However, synthetic methodologies capable of producing novel nonsymmetric imidazoles are still scarce. In a combined synthesis, photophysical and computational investigation, we show that ruthenium(II) catalysis enables C−H/N−H alkyne annulation of nonsymmetric imidazoles derived from naturally occuring β-lapachone and nor-β-lapachone. This method provides an efficient and versatile tool for synthesizing fluorescent compounds with a broad application range.

Item Type:	Article
DOI/Identification number:	10.1002/ejoc.202200590
Divisions:	Divisions > Division of Natural Sciences > Chemistry and Forensics
Depositing User:	Felipe Fantuzzi
Date Deposited:	17 Aug 2022 22:08 UTC
Last Modified:	18 Aug 2022 13:06 UTC
Resource URI:	https://kar.kent.ac.uk/id/eprint/96274 (The current URI for this page, for reference purposes)

University of Kent Author Information

Fantuzzi, Felipe.

Creator's ORCID:	https://orcid.org/0000-0002-8200-8262
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