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Boric acid as a precatalyst for BH(3)-catalyzed hydroboration
We report that boric acid, BO(3)H(3), is a good precatalyst for the BH(3)-catalyzed hydroboration of esters using pinacolborane as a borylation agent. Using microwave irradiation as an energy source, we demonstrated that a dozen esters were converted into the corresponding boronate ethers in good yi...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9041564/ https://www.ncbi.nlm.nih.gov/pubmed/35495511 http://dx.doi.org/10.1039/d1ra05945a |
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author | Légaré Lavergne, Julien To, Hoang-Minh Fontaine, Frédéric-Georges |
author_facet | Légaré Lavergne, Julien To, Hoang-Minh Fontaine, Frédéric-Georges |
author_sort | Légaré Lavergne, Julien |
collection | PubMed |
description | We report that boric acid, BO(3)H(3), is a good precatalyst for the BH(3)-catalyzed hydroboration of esters using pinacolborane as a borylation agent. Using microwave irradiation as an energy source, we demonstrated that a dozen esters were converted into the corresponding boronate ethers in good yields. It was also possible to use boric acid as a precatalyst to reduce carbonates and alkynes. Considering the hazardous and pyrophoric nature of BH(3) solutions, boric acid proves to be a safe and green precatalyst for the metal-free reduction of unsaturated species. |
format | Online Article Text |
id | pubmed-9041564 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90415642022-04-28 Boric acid as a precatalyst for BH(3)-catalyzed hydroboration Légaré Lavergne, Julien To, Hoang-Minh Fontaine, Frédéric-Georges RSC Adv Chemistry We report that boric acid, BO(3)H(3), is a good precatalyst for the BH(3)-catalyzed hydroboration of esters using pinacolborane as a borylation agent. Using microwave irradiation as an energy source, we demonstrated that a dozen esters were converted into the corresponding boronate ethers in good yields. It was also possible to use boric acid as a precatalyst to reduce carbonates and alkynes. Considering the hazardous and pyrophoric nature of BH(3) solutions, boric acid proves to be a safe and green precatalyst for the metal-free reduction of unsaturated species. The Royal Society of Chemistry 2021-09-28 /pmc/articles/PMC9041564/ /pubmed/35495511 http://dx.doi.org/10.1039/d1ra05945a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Légaré Lavergne, Julien To, Hoang-Minh Fontaine, Frédéric-Georges Boric acid as a precatalyst for BH(3)-catalyzed hydroboration |
title | Boric acid as a precatalyst for BH(3)-catalyzed hydroboration |
title_full | Boric acid as a precatalyst for BH(3)-catalyzed hydroboration |
title_fullStr | Boric acid as a precatalyst for BH(3)-catalyzed hydroboration |
title_full_unstemmed | Boric acid as a precatalyst for BH(3)-catalyzed hydroboration |
title_short | Boric acid as a precatalyst for BH(3)-catalyzed hydroboration |
title_sort | boric acid as a precatalyst for bh(3)-catalyzed hydroboration |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9041564/ https://www.ncbi.nlm.nih.gov/pubmed/35495511 http://dx.doi.org/10.1039/d1ra05945a |
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