N-Doped Cationic PAHs by Rh(III)-Catalyzed Double C–H Activation and Annulation of 2-Arylbenzimidazoles with Alkynes
Por favor, use este identificador para citas ou ligazóns a este ítem:
http://hdl.handle.net/10347/23352
Ficheiros no ítem
Metadatos do ítem
Título: | N-Doped Cationic PAHs by Rh(III)-Catalyzed Double C–H Activation and Annulation of 2-Arylbenzimidazoles with Alkynes |
Autor/a: | Villar Carabel, José Manuel Suárez Rivero, Jaime Varela Carrete, Jesús Ángel Saá Rodríguez, Carlos |
Centro/Departamento: | Universidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares Universidade de Santiago de Compostela. Departamento de Química Orgánica |
Palabras chave: | Alkynes | 2-Arylbenzimidazoles | C-H activation | Polycyclic aromatic hydrocarbons | Rhodium | |
Data: | 2017 |
Editor: | American Chemical Society |
Cita bibliográfica: | Villar, J. M., Suárez, J., Varela, J. A., Saá, C., (2017). N-Doped Cationic PAHs by Rh(III)-Catalyzed Double C–H Activation and Annulation of 2-Arylbenzimidazoles with Alkynes. Org. Lett. 19, 7, 1702-1705 |
Resumo: | A novel class of N-doped cationic PAHs (Polycyclic Aromatic Hydrocarbons) bearing the benzo[c,d]fluoranthene scaffold has been synthesized by the Rh(III)-catalyzed double oxidative annulation of 2-arylbenzimidazoles with alkynes. The overall process involves a double C–N bond formation through a double C–H/N–H functionalization.The solid-state structures and electronic properties of the new N-doped PAHs were analyzed. These cationic azapolycycles were readily reduced in the presence of LiAlH4 or by the addition of PhLi to give interesting phenyl and diphenylmethanediamine derivatives. |
Descrición: | NOTICE: This is the peer reviewed version of the following article: Villar, J. M., Suárez, J., Varela, J. A., Saá, C., (2017). N-Doped Cationic PAHs by Rh(III)-Catalyzed Double C–H Activation and Annulation of 2-Arylbenzimidazoles with Alkynes. Org. Lett. 19, 7, 1702-1705. [doi: 10.1021/acs.orglett.7b00478]. This article may be used for non-commercial purposes in accordance with American Chemical Society Terms and Conditions for self-archiving |
Versión do editor: | https://doi.org/10.1021/acs.orglett.7b00478 |
URI: | http://hdl.handle.net/10347/23352 |
DOI: | 10.1021/acs.orglett.7b00478 |
ISSN: | 1523-7060 |
E-ISSN: | 1523-7052 |
Dereitos: | Copyright © 2017 American Chemical Society. This article may be used for non-commercial purposes in accordance with American Chemical Society Terms and Conditions for self-archiving |
Coleccións
-
- CIQUS-Artigos [475]
- QO-Artigos [436]