Boron-Catalyzed Silylative Reduction of Nitriles in Accessing Primary Amines and Imines

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dc.contributor.authorGandhamsetty, Narasimhuluko
dc.contributor.authorJeong, Jinseongko
dc.contributor.authorPark, Juhyeonko
dc.contributor.authorPark, Sehoonko
dc.contributor.authorChang, Sukbokko
dc.date.accessioned2015-11-20T07:25:32Z-
dc.date.available2015-11-20T07:25:32Z-
dc.date.created2015-08-25-
dc.date.created2015-08-25-
dc.date.issued2015-07-
dc.identifier.citationJOURNAL OF ORGANIC CHEMISTRY, v.80, no.14, pp.7281 - 7287-
dc.identifier.issn0022-3263-
dc.identifier.urihttp://hdl.handle.net/10203/200660-
dc.description.abstractSilylative reduction of nitriles was studied under transition metal-free conditions by using B(C6F5)(3) as a catalyst with hydrosilanes as a reductant. Alkyl and (hetero)aryl nitriles were efficiently converted to primary amines or imines under mild conditions. The choice of silanes was found to determine the selectivity: while a full reduction of nitriles was highly facile, the use of sterically bulky silanes allowed for the partial reduction leading to N-silylimines.-
dc.languageEnglish-
dc.publisherAMER CHEMICAL SOC-
dc.subjectFRUSTRATED LEWIS PAIRS-
dc.subjectMETAL-FREE REDUCTION-
dc.subjectAROMATIC NITRILES-
dc.subjectB(C6F5)(3)-CATALYZED HYDROSILYLATION-
dc.subjectPINCER COMPLEX-
dc.subjectPRIMARY AMIDES-
dc.subjectMETHYL-GROUP-
dc.subjectENOL ETHERS-
dc.subjectSI-H-
dc.subjectHYDROGENATION-
dc.titleBoron-Catalyzed Silylative Reduction of Nitriles in Accessing Primary Amines and Imines-
dc.typeArticle-
dc.identifier.wosid000358395400038-
dc.identifier.scopusid2-s2.0-84937605880-
dc.type.rimsART-
dc.citation.volume80-
dc.citation.issue14-
dc.citation.beginningpage7281-
dc.citation.endingpage7287-
dc.citation.publicationnameJOURNAL OF ORGANIC CHEMISTRY-
dc.identifier.doi10.1021/acs.joc.5b00941-
dc.contributor.localauthorChang, Sukbok-
dc.contributor.nonIdAuthorGandhamsetty, Narasimhulu-
dc.contributor.nonIdAuthorJeong, Jinseong-
dc.contributor.nonIdAuthorPark, Sehoon-
dc.type.journalArticleArticle-
dc.subject.keywordPlusFRUSTRATED LEWIS PAIRS-
dc.subject.keywordPlusMETAL-FREE REDUCTION-
dc.subject.keywordPlusAROMATIC NITRILES-
dc.subject.keywordPlusB(C6F5)(3)-CATALYZED HYDROSILYLATION-
dc.subject.keywordPlusPINCER COMPLEX-
dc.subject.keywordPlusPRIMARY AMIDES-
dc.subject.keywordPlusMETHYL-GROUP-
dc.subject.keywordPlusENOL ETHERS-
dc.subject.keywordPlusSI-H-
dc.subject.keywordPlusHYDROGENATION-
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