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Recent Advances in the Synthesis of Borinic Acid Derivatives

Borinic acids [R(2)B(OH)] and their chelate derivatives are a subclass of organoborane compounds used in cross-coupling reactions, catalysis, medicinal chemistry, polymer or optoelectronics materials. In this paper, we review the recent advances in the synthesis of diarylborinic acids and their four...

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Detalles Bibliográficos
Autores principales: Boyet, Marion, Chabaud, Laurent, Pucheault, Mathieu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10057197/
https://www.ncbi.nlm.nih.gov/pubmed/36985634
http://dx.doi.org/10.3390/molecules28062660
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author Boyet, Marion
Chabaud, Laurent
Pucheault, Mathieu
author_facet Boyet, Marion
Chabaud, Laurent
Pucheault, Mathieu
author_sort Boyet, Marion
collection PubMed
description Borinic acids [R(2)B(OH)] and their chelate derivatives are a subclass of organoborane compounds used in cross-coupling reactions, catalysis, medicinal chemistry, polymer or optoelectronics materials. In this paper, we review the recent advances in the synthesis of diarylborinic acids and their four-coordinated analogs. The main strategies to build up borinic acids rely either on the addition of organometallic reagents to boranes (B(OR)(3), BX(3), aminoborane, arylboronic esters) or the reaction of triarylboranes with a ligand (diol, amino alcohol, etc.). After general practical considerations of borinic acids, an overview of the main synthetic methods, their scope and limitations is provided. We also discuss some mechanistic aspects.
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spelling pubmed-100571972023-03-30 Recent Advances in the Synthesis of Borinic Acid Derivatives Boyet, Marion Chabaud, Laurent Pucheault, Mathieu Molecules Review Borinic acids [R(2)B(OH)] and their chelate derivatives are a subclass of organoborane compounds used in cross-coupling reactions, catalysis, medicinal chemistry, polymer or optoelectronics materials. In this paper, we review the recent advances in the synthesis of diarylborinic acids and their four-coordinated analogs. The main strategies to build up borinic acids rely either on the addition of organometallic reagents to boranes (B(OR)(3), BX(3), aminoborane, arylboronic esters) or the reaction of triarylboranes with a ligand (diol, amino alcohol, etc.). After general practical considerations of borinic acids, an overview of the main synthetic methods, their scope and limitations is provided. We also discuss some mechanistic aspects. MDPI 2023-03-15 /pmc/articles/PMC10057197/ /pubmed/36985634 http://dx.doi.org/10.3390/molecules28062660 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 Review
Boyet, Marion
Chabaud, Laurent
Pucheault, Mathieu
Recent Advances in the Synthesis of Borinic Acid Derivatives
title Recent Advances in the Synthesis of Borinic Acid Derivatives
title_full Recent Advances in the Synthesis of Borinic Acid Derivatives
title_fullStr Recent Advances in the Synthesis of Borinic Acid Derivatives
title_full_unstemmed Recent Advances in the Synthesis of Borinic Acid Derivatives
title_short Recent Advances in the Synthesis of Borinic Acid Derivatives
title_sort recent advances in the synthesis of borinic acid derivatives
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10057197/
https://www.ncbi.nlm.nih.gov/pubmed/36985634
http://dx.doi.org/10.3390/molecules28062660
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