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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Main Authors: Marion Boyet, Laurent Chabaud, Mathieu Pucheault
Format: Article
Language:English
Published: MDPI AG 2023-03-01
Series:Molecules
Subjects:
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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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
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