Reduction of Activated Alkenes by PIII/PV Redox Cycling Catalysis
dc.bibliographicCitation.firstPage | 2760 | eng |
dc.bibliographicCitation.issue | 7 | eng |
dc.bibliographicCitation.journalTitle | Angewandte Chemie : a journal of the Gesellschaft Deutscher Chemiker : International edition | eng |
dc.bibliographicCitation.lastPage | 2763 | eng |
dc.bibliographicCitation.volume | 59 | eng |
dc.contributor.author | Longwitz, Lars | |
dc.contributor.author | Werner, Thomas | |
dc.date.accessioned | 2021-09-03T05:24:07Z | |
dc.date.available | 2021-09-03T05:24:07Z | |
dc.date.issued | 2019 | |
dc.description.abstract | The carbon–carbon double bond of unsaturated carbonyl compounds was readily reduced by using a phosphetane oxide catalyst in the presence of a simple organosilane as the terminal reductant and water as the hydrogen source. Quantitative hydrogenation was observed when 1.0 mol % of a methyl-substituted phosphetane oxide was employed as the catalyst. The procedure is highly selective towards activated double bonds, tolerating a variety of functional groups that are usually prone to reduction. In total, 25 alkenes and two alkynes were hydrogenated to the corresponding alkanes in excellent yields of up to 99 %. Notably, less active poly(methylhydrosiloxane) could also be utilized as the terminal reductant. Mechanistic investigations revealed the phosphane as the catalyst resting state and a protonation/deprotonation sequence as the crucial step in the catalytic cycle. © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. | eng |
dc.description.version | publishedVersion | eng |
dc.identifier.uri | https://oa.tib.eu/renate/handle/123456789/6682 | |
dc.identifier.uri | https://doi.org/10.34657/5729 | |
dc.language.iso | eng | eng |
dc.publisher | Weinheim : Wiley-VCH | eng |
dc.relation.doi | https://doi.org/10.1002/anie.201912991 | |
dc.relation.essn | 1521-3773 | |
dc.relation.issn | 0570-0833 | |
dc.relation.issn | 1433-7851 | |
dc.rights.license | CC BY-NC-ND 4.0 Unported | eng |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/4.0/ | eng |
dc.subject.ddc | 540 | eng |
dc.subject.other | alkenes | eng |
dc.subject.other | organocatalysis | eng |
dc.subject.other | phosphorus | eng |
dc.subject.other | redox catalysis | eng |
dc.subject.other | reduction | eng |
dc.title | Reduction of Activated Alkenes by PIII/PV Redox Cycling Catalysis | eng |
dc.type | Article | eng |
dc.type | Text | eng |
tib.accessRights | openAccess | eng |
wgl.contributor | LIKAT | eng |
wgl.subject | Chemie | eng |
wgl.type | Zeitschriftenartikel | eng |
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