Recent Advances in the Synthesis of Borinic Acid Derivatives
Borinic acids [R<sub>2</sub>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...
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MDPI AG
2023-03-01
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Series: | Molecules |
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Online Access: | https://www.mdpi.com/1420-3049/28/6/2660 |
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author | Marion Boyet Laurent Chabaud Mathieu Pucheault |
author_facet | Marion Boyet Laurent Chabaud Mathieu Pucheault |
author_sort | Marion Boyet |
collection | DOAJ |
description | Borinic acids [R<sub>2</sub>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)<sub>3</sub>, BX<sub>3</sub>, 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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format | Article |
id | doaj.art-b13b780917f842de992ba506021b158d |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-03-11T06:07:39Z |
publishDate | 2023-03-01 |
publisher | MDPI AG |
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series | Molecules |
spelling | doaj.art-b13b780917f842de992ba506021b158d2023-11-17T12:53:26ZengMDPI AGMolecules1420-30492023-03-01286266010.3390/molecules28062660Recent Advances in the Synthesis of Borinic Acid DerivativesMarion Boyet0Laurent Chabaud1Mathieu Pucheault2Institut des Sciences Moléculaires, University Bordeaux, CNRS, Bordeaux INP, ISM, UMR 5255, F-33400 Talence, FranceInstitut des Sciences Moléculaires, University Bordeaux, CNRS, Bordeaux INP, ISM, UMR 5255, F-33400 Talence, FranceInstitut des Sciences Moléculaires, University Bordeaux, CNRS, Bordeaux INP, ISM, UMR 5255, F-33400 Talence, FranceBorinic acids [R<sub>2</sub>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)<sub>3</sub>, BX<sub>3</sub>, 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.https://www.mdpi.com/1420-3049/28/6/2660borinic acidsheterocyclesorganoboron compoundssynthetic approachestetracoordinated |
spellingShingle | Marion Boyet Laurent Chabaud Mathieu Pucheault Recent Advances in the Synthesis of Borinic Acid Derivatives Molecules borinic acids heterocycles organoboron compounds synthetic approaches tetracoordinated |
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 | borinic acids heterocycles organoboron compounds synthetic approaches tetracoordinated |
url | https://www.mdpi.com/1420-3049/28/6/2660 |
work_keys_str_mv | AT marionboyet recentadvancesinthesynthesisofborinicacidderivatives AT laurentchabaud recentadvancesinthesynthesisofborinicacidderivatives AT mathieupucheault recentadvancesinthesynthesisofborinicacidderivatives |