DC Field | Value | Language |
---|---|---|
dc.contributor.author | Lee, Yeosan | ko |
dc.contributor.author | Baek, Seung-yeol | ko |
dc.contributor.author | Park, Jinyoung | ko |
dc.contributor.author | Kim, Seoung Tae | ko |
dc.contributor.author | Tussupbayev, Samat | ko |
dc.contributor.author | Kim, Jeongho | ko |
dc.contributor.author | Baik, Mu-Hyun | ko |
dc.contributor.author | Cho, Seung Hwan | ko |
dc.date.accessioned | 2017-03-28T06:52:21Z | - |
dc.date.available | 2017-03-28T06:52:21Z | - |
dc.date.created | 2017-03-02 | - |
dc.date.created | 2017-03-02 | - |
dc.date.created | 2017-03-02 | - |
dc.date.created | 2017-03-02 | - |
dc.date.issued | 2017-01 | - |
dc.identifier.citation | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.139, no.2, pp.976 - 984 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | http://hdl.handle.net/10203/220897 | - |
dc.description.abstract | A new transition-metal-free borylation of aryl and vinyl halides using 1,1-bis[(pinacolato)boryl]alkanes as boron sources is described. In this transformation one of the boron groups from 1,1-bis[(pinacolato)boryl]alkanes is selectively transferred to aryl and vinyl halides in the presence of sodium tert-butoxide as the only activator to form organoboronate esters. Under the developed borylation conditions, a broad range of organohalides are borylated with excellent chemo: selectivity and functional group compatibility, thus offering a rare example of a transition-metal:free borylation protocol. Experimental and theoretical studies have been performed to elucidate the reaction mechanism, revealing the unusual formation of Lewis acid/base adduct between orpnohalides and alpha-borylcarbanion, generated in situ from the reaction of 1,1-bis[(pinacolato)boryl]alkanes with an alkoxide base, to facilitate the borylation reactions. | - |
dc.language | English | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.title | Chemoselective Coupling of 1,1-Bis[(pinacolato)boryl]alkanes for the Transition-Metal-Free Borylation of Aryl and Vinyl Halides: A Combined Experimental and Theoretical Investigation | - |
dc.type | Article | - |
dc.identifier.wosid | 000392459300059 | - |
dc.identifier.scopusid | 2-s2.0-85018260298 | - |
dc.type.rims | ART | - |
dc.citation.volume | 139 | - |
dc.citation.issue | 2 | - |
dc.citation.beginningpage | 976 | - |
dc.citation.endingpage | 984 | - |
dc.citation.publicationname | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | - |
dc.identifier.doi | 10.1021/jacs.6b11757 | - |
dc.contributor.localauthor | Baik, Mu-Hyun | - |
dc.contributor.nonIdAuthor | Lee, Yeosan | - |
dc.contributor.nonIdAuthor | Park, Jinyoung | - |
dc.contributor.nonIdAuthor | Tussupbayev, Samat | - |
dc.contributor.nonIdAuthor | Kim, Jeongho | - |
dc.contributor.nonIdAuthor | Cho, Seung Hwan | - |
dc.description.isOpenAccess | N | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordPlus | ALKOXY DIBORON REAGENTS | - |
dc.subject.keywordPlus | C-H BORYLATION | - |
dc.subject.keywordPlus | CATALYZED BORYLATION | - |
dc.subject.keywordPlus | ROOM-TEMPERATURE | - |
dc.subject.keywordPlus | ALLYLIC SUBSTITUTION | - |
dc.subject.keywordPlus | DIASTEREOSELECTIVE SYNTHESIS | - |
dc.subject.keywordPlus | ARYLLITHIUM COMPOUNDS | - |
dc.subject.keywordPlus | ASYMMETRIC-SYNTHESIS | - |
dc.subject.keywordPlus | GEM-DIBORYLALKANES | - |
dc.subject.keywordPlus | REACTION-MECHANISM | - |
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