Phosphine Oxide-Promoted Rh(I)-Catalyzed C–H Cyclization of Benzimidazoles with Alkenes

Ligands play a critical role in promoting transition-metal-catalyzed C–H activation reactions. However, owing to high sensitivity of the reactivity of C–H activation to metal catalysts, the development of effective ligands has been a formidable challenge in the field. Rh(I)-catalyzed C–H cyclization...

Descripción completa

Detalles Bibliográficos
Autores principales: Lu, Mingzhen, Xu, Weiwei, Ye, Mengchun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9864171/
https://www.ncbi.nlm.nih.gov/pubmed/36677791
http://dx.doi.org/10.3390/molecules28020736
_version_ 1784875517000810496
author Lu, Mingzhen
Xu, Weiwei
Ye, Mengchun
author_facet Lu, Mingzhen
Xu, Weiwei
Ye, Mengchun
author_sort Lu, Mingzhen
collection PubMed
description Ligands play a critical role in promoting transition-metal-catalyzed C–H activation reactions. However, owing to high sensitivity of the reactivity of C–H activation to metal catalysts, the development of effective ligands has been a formidable challenge in the field. Rh(I)-catalyzed C–H cyclization of benzimidazoles with alkenes has been faced with low reactivity, often requiring very harsh conditions. To address this challenge, a phosphine oxide-enabled Rh(I)–Al bimetallic catalyst was developed for the reaction, significantly promoting the reactivity and allowing the reaction to run at 120 °C with up to 97% yield.
format Online
Article
Text
id pubmed-9864171
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-98641712023-01-22 Phosphine Oxide-Promoted Rh(I)-Catalyzed C–H Cyclization of Benzimidazoles with Alkenes Lu, Mingzhen Xu, Weiwei Ye, Mengchun Molecules Article Ligands play a critical role in promoting transition-metal-catalyzed C–H activation reactions. However, owing to high sensitivity of the reactivity of C–H activation to metal catalysts, the development of effective ligands has been a formidable challenge in the field. Rh(I)-catalyzed C–H cyclization of benzimidazoles with alkenes has been faced with low reactivity, often requiring very harsh conditions. To address this challenge, a phosphine oxide-enabled Rh(I)–Al bimetallic catalyst was developed for the reaction, significantly promoting the reactivity and allowing the reaction to run at 120 °C with up to 97% yield. MDPI 2023-01-11 /pmc/articles/PMC9864171/ /pubmed/36677791 http://dx.doi.org/10.3390/molecules28020736 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Lu, Mingzhen
Xu, Weiwei
Ye, Mengchun
Phosphine Oxide-Promoted Rh(I)-Catalyzed C–H Cyclization of Benzimidazoles with Alkenes
title Phosphine Oxide-Promoted Rh(I)-Catalyzed C–H Cyclization of Benzimidazoles with Alkenes
title_full Phosphine Oxide-Promoted Rh(I)-Catalyzed C–H Cyclization of Benzimidazoles with Alkenes
title_fullStr Phosphine Oxide-Promoted Rh(I)-Catalyzed C–H Cyclization of Benzimidazoles with Alkenes
title_full_unstemmed Phosphine Oxide-Promoted Rh(I)-Catalyzed C–H Cyclization of Benzimidazoles with Alkenes
title_short Phosphine Oxide-Promoted Rh(I)-Catalyzed C–H Cyclization of Benzimidazoles with Alkenes
title_sort phosphine oxide-promoted rh(i)-catalyzed c–h cyclization of benzimidazoles with alkenes
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9864171/
https://www.ncbi.nlm.nih.gov/pubmed/36677791
http://dx.doi.org/10.3390/molecules28020736
work_keys_str_mv AT lumingzhen phosphineoxidepromotedrhicatalyzedchcyclizationofbenzimidazoleswithalkenes
AT xuweiwei phosphineoxidepromotedrhicatalyzedchcyclizationofbenzimidazoleswithalkenes
AT yemengchun phosphineoxidepromotedrhicatalyzedchcyclizationofbenzimidazoleswithalkenes

Ejemplares similares