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X-H Bond Insertion Promoted by Heterogeneous Dirhodium Metal–Organic Cage with Alkynes as Safe Carbene Precursors

A facile and efficient methodology for the generation of the C-X (X = Si, B) bond through a carbene insertion process was demonstrated using a dirhodium metal–organic cage, MOC-Rh-1, as a heterogeneous catalyst. A series of functionalized alkynes were utilized as safe carbene precursors to furnish S...

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Detalles Bibliográficos
Autores principales: Chen, Lianfen, Zhao, Chaoyi, Mo, Weixian, Li, Chunsheng, Lin, Xiaoming
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9865382/
https://www.ncbi.nlm.nih.gov/pubmed/36677665
http://dx.doi.org/10.3390/molecules28020608
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author Chen, Lianfen
Zhao, Chaoyi
Mo, Weixian
Li, Chunsheng
Lin, Xiaoming
author_facet Chen, Lianfen
Zhao, Chaoyi
Mo, Weixian
Li, Chunsheng
Lin, Xiaoming
author_sort Chen, Lianfen
collection PubMed
description A facile and efficient methodology for the generation of the C-X (X = Si, B) bond through a carbene insertion process was demonstrated using a dirhodium metal–organic cage, MOC-Rh-1, as a heterogeneous catalyst. A series of functionalized alkynes were utilized as safe carbene precursors to furnish Si-H and B-H insertion products in moderate to excellent yields. These reactions featured a high atom-economy, a broad substrate scope, and mild reaction conditions. Moreover, the as-prepared MOC-Rh-1 catalyst was recovered easily from the reaction system by simple centrifugation and reused for ten runs without a significant loss in activity, which made good use of the valuable precious metal rhodium.
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spelling pubmed-98653822023-01-22 X-H Bond Insertion Promoted by Heterogeneous Dirhodium Metal–Organic Cage with Alkynes as Safe Carbene Precursors Chen, Lianfen Zhao, Chaoyi Mo, Weixian Li, Chunsheng Lin, Xiaoming Molecules Article A facile and efficient methodology for the generation of the C-X (X = Si, B) bond through a carbene insertion process was demonstrated using a dirhodium metal–organic cage, MOC-Rh-1, as a heterogeneous catalyst. A series of functionalized alkynes were utilized as safe carbene precursors to furnish Si-H and B-H insertion products in moderate to excellent yields. These reactions featured a high atom-economy, a broad substrate scope, and mild reaction conditions. Moreover, the as-prepared MOC-Rh-1 catalyst was recovered easily from the reaction system by simple centrifugation and reused for ten runs without a significant loss in activity, which made good use of the valuable precious metal rhodium. MDPI 2023-01-06 /pmc/articles/PMC9865382/ /pubmed/36677665 http://dx.doi.org/10.3390/molecules28020608 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
Chen, Lianfen
Zhao, Chaoyi
Mo, Weixian
Li, Chunsheng
Lin, Xiaoming
X-H Bond Insertion Promoted by Heterogeneous Dirhodium Metal–Organic Cage with Alkynes as Safe Carbene Precursors
title X-H Bond Insertion Promoted by Heterogeneous Dirhodium Metal–Organic Cage with Alkynes as Safe Carbene Precursors
title_full X-H Bond Insertion Promoted by Heterogeneous Dirhodium Metal–Organic Cage with Alkynes as Safe Carbene Precursors
title_fullStr X-H Bond Insertion Promoted by Heterogeneous Dirhodium Metal–Organic Cage with Alkynes as Safe Carbene Precursors
title_full_unstemmed X-H Bond Insertion Promoted by Heterogeneous Dirhodium Metal–Organic Cage with Alkynes as Safe Carbene Precursors
title_short X-H Bond Insertion Promoted by Heterogeneous Dirhodium Metal–Organic Cage with Alkynes as Safe Carbene Precursors
title_sort x-h bond insertion promoted by heterogeneous dirhodium metal–organic cage with alkynes as safe carbene precursors
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9865382/
https://www.ncbi.nlm.nih.gov/pubmed/36677665
http://dx.doi.org/10.3390/molecules28020608
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