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https://doi.org/org/10.1002/cplu.2023004
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Campo DC | Valor | Lengua/Idioma |
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dc.contributor.author | Espinosa Ferao, Arturo Francisco | - |
dc.contributor.other | Facultades, Departamentos, Servicios y Escuelas::Departamentos de la UMU::Química Orgánica | - |
dc.date.accessioned | 2024-05-28T22:11:04Z | - |
dc.date.available | 2024-05-28T22:11:04Z | - |
dc.date.issued | 2023-10-17 | - |
dc.identifier.citation | ChemPlusChem 2024, 89, e202300474 (1 of 9) | es_ES |
dc.identifier.issn | Electronic: 2192-6506 | - |
dc.identifier.uri | http://hdl.handle.net/10201/141929 | - |
dc.description | ©2023 The Author. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/. This document is the Published version of a published Work that appeared in final form in ChemPlusChem. To access the final edited and published work see https://doi.org/org/10.1002/cplu.2023004 | - |
dc.description.abstract | The deoxygenation of parent and substituted oxiranes by λ3 σ3 - phosphorus reagents has been explored in detail, therefore unveiling mechanistic aspects as well as regio- and stereochemical consequences. Attack to a ring C atom is almost always preferred over one-step deoxygenation by direct P-to-O attack. In most cases a carbene transfer occurs as first step, leading to a phosphorane and a carbonyl unit that thereafter react in the usual Wittig fashion via the corresponding λ5 σ5 -1,2- oxaphosphetane intermediate. Betaines rarely constitute true minima after the first C-attack to oxiranes, at least in the gasphase. Use of the heavier derivatives AsMe3 and SbMe3 as oxirane deoxygenating reagents was also mechanistically studied. The thermodynamic tendency of λ3 σ3 -phosphorus reagents to act as oxygen (O-attack) or carbene acceptors (Cattack) was theoretically studied by means of the thermodynamic oxygen-transfer potential (TOP) and the newly defined thermodynamic carbene-transfer potential (TCP) parameters, that were explored in a wider context together with many other acceptor centres. | - |
dc.format | application/pdf | es_ES |
dc.format.extent | 9 | - |
dc.language | eng | es_ES |
dc.publisher | Wiley-VCH Gmb | - |
dc.relation | Sin financiación externa a la Universidad | - |
dc.relation.ispartof | Part of a Special Collection: “From Light to Heavy: Advancing the Chemistry of Pnictogen Compounds" | - |
dc.rights | info:eu-repo/semantics/openAccess | * |
dc.rights | Attribution-NonCommercial-NoDerivatives 4.0 Internacional | * |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | * |
dc.subject | DFT calculations | es_ES |
dc.subject | Deoxygenation | es_ES |
dc.subject | Oxiranes | es_ES |
dc.subject | Carbene transfer | - |
dc.subject | Pnictogens | - |
dc.title | Deoxygenation of Oxiranes by ¿3¿3-Phosphorus Reagents ¿ Computational Mechanistic and Stereochemical Study | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.identifier.doi | https://doi.org/org/10.1002/cplu.2023004 | - |
Aparece en las colecciones: | Artículos: Química Orgánica |
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173.-ChemP..y.pdf | 2,47 MB | Adobe PDF | ![]() Visualizar/Abrir |
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