Boric acid as a precatalyst for BH 3 -catalyzed hydroboration
We report that boric acid, BO H , is a good precatalyst for the BH -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....
Gespeichert in:
| Veröffentlicht in: | RSC advances 2021-09, Vol.11 (51), p.31941-31949 |
|---|---|
| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 31949 |
|---|---|
| container_issue | 51 |
| container_start_page | 31941 |
| container_title | RSC advances |
| container_volume | 11 |
| creator | Légaré Lavergne, Julien To, Hoang-Minh Fontaine, Frédéric-Georges |
| description | We report that boric acid, BO
H
, is a good precatalyst for the BH
-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
solutions, boric acid proves to be a safe and green precatalyst for the metal-free reduction of unsaturated species. |
| doi_str_mv | 10.1039/D1RA05945A |
| format | Article |
| fullrecord | <record><control><sourceid>pubmed_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1039_D1RA05945A</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>35495511</sourcerecordid><originalsourceid>FETCH-LOGICAL-c991-ed88ab6176d4fc9ca7ed65cb2813fbd0e48d28897244281c3faf58937abf97c53</originalsourceid><addsrcrecordid>eNpNkEtLw0AUhQdRbKnd-ANk1kJ03plZuEjro0JBkO7DnRdGWhNm4iL-eiPxdTfncvg4cA5C55RcUcLN9S19rog0QlZHaM6IUAUjyhz_-2domfMrGU9JyhQ9RTMuhZGS0jm6WbWpcRhc4zFkDLhLwUEP-yH3OLYJrzaY42KyPoLHL4NPrW0T9E37doZOIuxzWH7rAu3u73brTbF9enhcV9vCGUOL4LUGq2ipvIjOOCiDV9JZpimP1pMgtGdam5IJMXqOR4hSG16CjaZ0ki_Q5RTrUptzCrHuUnOANNSU1F8r1H8rjPDFBHfv9hD8L_rTmX8C2HFV3Q</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Boric acid as a precatalyst for BH 3 -catalyzed hydroboration</title><source>DOAJ Directory of Open Access Journals</source><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><source>PubMed Central Open Access</source><source>PubMed Central</source><creator>Légaré Lavergne, Julien ; To, Hoang-Minh ; Fontaine, Frédéric-Georges</creator><creatorcontrib>Légaré Lavergne, Julien ; To, Hoang-Minh ; Fontaine, Frédéric-Georges</creatorcontrib><description>We report that boric acid, BO
H
, is a good precatalyst for the BH
-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
solutions, boric acid proves to be a safe and green precatalyst for the metal-free reduction of unsaturated species.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/D1RA05945A</identifier><identifier>PMID: 35495511</identifier><language>eng</language><publisher>England</publisher><ispartof>RSC advances, 2021-09, Vol.11 (51), p.31941-31949</ispartof><rights>This journal is © The Royal Society of Chemistry.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c991-ed88ab6176d4fc9ca7ed65cb2813fbd0e48d28897244281c3faf58937abf97c53</citedby><cites>FETCH-LOGICAL-c991-ed88ab6176d4fc9ca7ed65cb2813fbd0e48d28897244281c3faf58937abf97c53</cites><orcidid>0000-0003-3385-0258</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,864,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35495511$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Légaré Lavergne, Julien</creatorcontrib><creatorcontrib>To, Hoang-Minh</creatorcontrib><creatorcontrib>Fontaine, Frédéric-Georges</creatorcontrib><title>Boric acid as a precatalyst for BH 3 -catalyzed hydroboration</title><title>RSC advances</title><addtitle>RSC Adv</addtitle><description>We report that boric acid, BO
H
, is a good precatalyst for the BH
-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
solutions, boric acid proves to be a safe and green precatalyst for the metal-free reduction of unsaturated species.</description><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpNkEtLw0AUhQdRbKnd-ANk1kJ03plZuEjro0JBkO7DnRdGWhNm4iL-eiPxdTfncvg4cA5C55RcUcLN9S19rog0QlZHaM6IUAUjyhz_-2domfMrGU9JyhQ9RTMuhZGS0jm6WbWpcRhc4zFkDLhLwUEP-yH3OLYJrzaY42KyPoLHL4NPrW0T9E37doZOIuxzWH7rAu3u73brTbF9enhcV9vCGUOL4LUGq2ipvIjOOCiDV9JZpimP1pMgtGdam5IJMXqOR4hSG16CjaZ0ki_Q5RTrUptzCrHuUnOANNSU1F8r1H8rjPDFBHfv9hD8L_rTmX8C2HFV3Q</recordid><startdate>20210927</startdate><enddate>20210927</enddate><creator>Légaré Lavergne, Julien</creator><creator>To, Hoang-Minh</creator><creator>Fontaine, Frédéric-Georges</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0003-3385-0258</orcidid></search><sort><creationdate>20210927</creationdate><title>Boric acid as a precatalyst for BH 3 -catalyzed hydroboration</title><author>Légaré Lavergne, Julien ; To, Hoang-Minh ; Fontaine, Frédéric-Georges</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c991-ed88ab6176d4fc9ca7ed65cb2813fbd0e48d28897244281c3faf58937abf97c53</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Légaré Lavergne, Julien</creatorcontrib><creatorcontrib>To, Hoang-Minh</creatorcontrib><creatorcontrib>Fontaine, Frédéric-Georges</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Légaré Lavergne, Julien</au><au>To, Hoang-Minh</au><au>Fontaine, Frédéric-Georges</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Boric acid as a precatalyst for BH 3 -catalyzed hydroboration</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2021-09-27</date><risdate>2021</risdate><volume>11</volume><issue>51</issue><spage>31941</spage><epage>31949</epage><pages>31941-31949</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>We report that boric acid, BO
H
, is a good precatalyst for the BH
-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
solutions, boric acid proves to be a safe and green precatalyst for the metal-free reduction of unsaturated species.</abstract><cop>England</cop><pmid>35495511</pmid><doi>10.1039/D1RA05945A</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0003-3385-0258</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2046-2069 |
| ispartof | RSC advances, 2021-09, Vol.11 (51), p.31941-31949 |
| issn | 2046-2069 2046-2069 |
| language | eng |
| recordid | cdi_crossref_primary_10_1039_D1RA05945A |
| source | DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central Open Access; PubMed Central |
| title | Boric acid as a precatalyst for BH 3 -catalyzed hydroboration |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-19T08%3A04%3A31IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-pubmed_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Boric%20acid%20as%20a%20precatalyst%20for%20BH%203%20-catalyzed%20hydroboration&rft.jtitle=RSC%20advances&rft.au=L%C3%A9gar%C3%A9%20Lavergne,%20Julien&rft.date=2021-09-27&rft.volume=11&rft.issue=51&rft.spage=31941&rft.epage=31949&rft.pages=31941-31949&rft.issn=2046-2069&rft.eissn=2046-2069&rft_id=info:doi/10.1039/D1RA05945A&rft_dat=%3Cpubmed_cross%3E35495511%3C/pubmed_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/35495511&rfr_iscdi=true |