A one-step synthesis of chiral multifluorine-substituted-alkoxy boranils using H <sub>3</sub> BO <sub>3</sub> as the boron source

We report a one-step synthesis of chiral multifluorine-substituted-alkoxy boranils using H<sub>3</sub>BO<sub>3</sub> as the boron source. With salicyloxazolines or <i>in situ</i> generated <i>N</i>,<i>O</i>-Schiff bases as ligands, a series of chiral mono- and bis-boron complexes were obtained in moderate to good yields in the presence of hexafluoroisopropanol or perfluoropinacol. The photophysical properties of several representative compounds were evaluated through fluorescence spectroscopy, achieving up to 75.5% quantum yields. Scale-up synthesis further demonstrated the utility of this protocol.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-12-09
DOI
https://doi.org/10.1039/d5ob01781e
Primary Topic
Organoboron and organosilicon chemistry
Type
article
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article

A one-step synthesis of chiral multifluorine-substituted-alkoxy boranils using H 3 BO 3 as the boron source

Jun‐Long Niu, Yingchao Dou, Shuang Han
Organic & Biomolecular Chemistry
Organoboron and organosilicon chemistry
article

A one-step synthesis of chiral multifluorine-substituted-alkoxy boranils using H 3 BO 3 as the boron source

Jun‐Long Niu, Yingchao Dou, Shuang Han
article en

Abstract

We report a one-step synthesis of chiral multifluorine-substituted-alkoxy boranils using H<sub>3</sub>BO<sub>3</sub> as the boron source. With salicyloxazolines or <i>in situ</i> generated <i>N</i>,<i>O</i>-Schiff bases as ligands, a series of chiral mono- and bis-boron complexes were obtained in moderate to good yields in the presence of hexafluoroisopropanol or perfluoropinacol. The photophysical properties of several representative compounds were evaluated through fluorescence spectroscopy, achieving up to 75.5% quantum yields. Scale-up synthesis further demonstrated the utility of this protocol.

Organic & Biomolecular ChemistryVol. 24(2)
Zhengzhou University (CN)
Openalex Percentile: Top 69%
Organoboron and organosilicon chemistry
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