Uncatalyzed aerobic epoxidation of liquid alkyl alkenes

[EN] Researchers have investigated for decades a suitable catalyst to selectively synthesize epoxides from alkenes with air. Here we show that a selective aerobic epoxidation of industrial alkyl alkenes in liquid phase occurs without any catalyst, solvent nor additive, just placing the neat alkene u...

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Detalhes bibliográficos
Autores: Hervàs-Arnandis, Susi, Garnes-Portoles, Francisco, Rodríguez-Nuévalos, Silvia|||0000-0002-5361-1169, Oliver-Meseguer, Judit|||0000-0003-1555-3583, Leyva Perez, Antonio|||0000-0003-1063-5811
Tipo de documento: artigo
Data de publicação:2025
País:España
Recursos:Universitat Politècnica de València (UPV)
Repositório:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
Idioma:inglês
OAI Identifier:oai:riunet.upv.es:10251/225458
Acesso em linha:https://riunet.upv.es/handle/10251/225458
Access Level:Acceso aberto
Palavra-chave:Epoxides
Alkyl alkenes
Uncatalyzed aerobic epoxidation
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spelling Uncatalyzed aerobic epoxidation of liquid alkyl alkenesHervàs-Arnandis, SusiGarnes-Portoles, FranciscoRodríguez-Nuévalos, Silvia|||0000-0002-5361-1169Oliver-Meseguer, Judit|||0000-0003-1555-3583Leyva Perez, Antonio|||0000-0003-1063-5811EpoxidesAlkyl alkenesUncatalyzed aerobic epoxidation[EN] Researchers have investigated for decades a suitable catalyst to selectively synthesize epoxides from alkenes with air. Here we show that a selective aerobic epoxidation of industrial alkyl alkenes in liquid phase occurs without any catalyst, solvent nor additive, just placing the neat alkene under 3-5 bar of O2 and heating between 100 and 200 degrees C. The reaction can be performed in either an autoclave, a stirring vessel with air bubbling or even a simple open flask, provided that any metal piece is not in contact with the reaction. Alkyl epoxides are directly obtained, after air venting, in yields and selectivity up to 90%. The simplicity of the set-up (just the neat liquid alkene and air) allows to engage the epoxidation reaction with either a previous alkene formation (upstreaming) or a later epoxide opening (downstreaming) reactions, to achieve a variety of industrially-relevant organic products in one-pot.This work is part of the project PID2023-148441NB-I00 funded by MCIN/AEI/10.13039/501100011033MICIIN (Spain). Financial support by Severo Ochoa centre of excellence program (CEX2021-001230-S) is gratefully acknowledged. The work has also been funded by Generalitat Valenciana (Prometeo Grupos de Investigacion de Excelencia PROMETEU/2021/054, and INNEST/2022/20 from Agencia Valenciana de la Innovacio). Funding for open acces charge: Universitat Politecnica de Valencia. S.R.-N. thanks Agencia Valenciana de la Innovacio for a contract. J.O.-M. thanks the MICIIN for the concession of the Ramon y Cajal contract RYC2022-036154-I (funded by MCIN/AEI/10.13039/501100011033). S.H.-A. and F.G.-P.Nature Publishing GroupInstituto Universitario Mixto de Tecnología QuímicaGeneralitat ValencianaAgencia Estatal de InvestigaciónMinisterio de Ciencia e InnovaciónAgència Valenciana de la InnovacióRepositorio Institucional de la Universitat Politècnica de València Riunet20252025-07-16journal articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://riunet.upv.es/handle/10251/225458reponame:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valénciainstname:Universitat Politècnica de València (UPV)InglésengAgencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023 PID2023-148441NB-I00 NANORREACTORES SOLIDOS MODULABLES A ESCALA DE SUB-ANGSTROMS PARA REACCIONES ORGANICAS REGIO-IRREGULARESGeneralitat Valenciana https://doi.org/10.13039/501100003359 PROMETEO%2F2021%2F054Agència Valenciana de la Innovació https://doi.org/10.13039/501100016028 INNEST%2F2022%2F20Ministerio de Ciencia e Innovación http://dx.doi.org/10.13039/501100004837 CEX2021-001230-SMinisterio de Ciencia e Innovación http://dx.doi.org/10.13039/501100004837 RYC2022-036154-Iopen accesshttp://purl.org/coar/access_right/c_abf2Reconocimiento - No comercial - Sin obra derivada (by-nc-nd) http://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessoai:riunet.upv.es:10251/2254582026-06-13T07:49:27Z
dc.title.none.fl_str_mv Uncatalyzed aerobic epoxidation of liquid alkyl alkenes
title Uncatalyzed aerobic epoxidation of liquid alkyl alkenes
spellingShingle Uncatalyzed aerobic epoxidation of liquid alkyl alkenes
Hervàs-Arnandis, Susi
Epoxides
Alkyl alkenes
Uncatalyzed aerobic epoxidation
title_short Uncatalyzed aerobic epoxidation of liquid alkyl alkenes
title_full Uncatalyzed aerobic epoxidation of liquid alkyl alkenes
title_fullStr Uncatalyzed aerobic epoxidation of liquid alkyl alkenes
title_full_unstemmed Uncatalyzed aerobic epoxidation of liquid alkyl alkenes
title_sort Uncatalyzed aerobic epoxidation of liquid alkyl alkenes
dc.creator.none.fl_str_mv Hervàs-Arnandis, Susi
Garnes-Portoles, Francisco
Rodríguez-Nuévalos, Silvia|||0000-0002-5361-1169
Oliver-Meseguer, Judit|||0000-0003-1555-3583
Leyva Perez, Antonio|||0000-0003-1063-5811
author Hervàs-Arnandis, Susi
author_facet Hervàs-Arnandis, Susi
Garnes-Portoles, Francisco
Rodríguez-Nuévalos, Silvia|||0000-0002-5361-1169
Oliver-Meseguer, Judit|||0000-0003-1555-3583
Leyva Perez, Antonio|||0000-0003-1063-5811
author_role author
author2 Garnes-Portoles, Francisco
Rodríguez-Nuévalos, Silvia|||0000-0002-5361-1169
Oliver-Meseguer, Judit|||0000-0003-1555-3583
Leyva Perez, Antonio|||0000-0003-1063-5811
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Instituto Universitario Mixto de Tecnología Química
Generalitat Valenciana
Agencia Estatal de Investigación
Ministerio de Ciencia e Innovación
Agència Valenciana de la Innovació
Repositorio Institucional de la Universitat Politècnica de València Riunet
dc.subject.none.fl_str_mv Epoxides
Alkyl alkenes
Uncatalyzed aerobic epoxidation
topic Epoxides
Alkyl alkenes
Uncatalyzed aerobic epoxidation
description [EN] Researchers have investigated for decades a suitable catalyst to selectively synthesize epoxides from alkenes with air. Here we show that a selective aerobic epoxidation of industrial alkyl alkenes in liquid phase occurs without any catalyst, solvent nor additive, just placing the neat alkene under 3-5 bar of O2 and heating between 100 and 200 degrees C. The reaction can be performed in either an autoclave, a stirring vessel with air bubbling or even a simple open flask, provided that any metal piece is not in contact with the reaction. Alkyl epoxides are directly obtained, after air venting, in yields and selectivity up to 90%. The simplicity of the set-up (just the neat liquid alkene and air) allows to engage the epoxidation reaction with either a previous alkene formation (upstreaming) or a later epoxide opening (downstreaming) reactions, to achieve a variety of industrially-relevant organic products in one-pot.
publishDate 2025
dc.date.none.fl_str_mv 2025
2025-07-16
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://riunet.upv.es/handle/10251/225458
url https://riunet.upv.es/handle/10251/225458
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv Agencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023 PID2023-148441NB-I00 NANORREACTORES SOLIDOS MODULABLES A ESCALA DE SUB-ANGSTROMS PARA REACCIONES ORGANICAS REGIO-IRREGULARES
Generalitat Valenciana https://doi.org/10.13039/501100003359 PROMETEO%2F2021%2F054
Agència Valenciana de la Innovació https://doi.org/10.13039/501100016028 INNEST%2F2022%2F20
Ministerio de Ciencia e Innovación http://dx.doi.org/10.13039/501100004837 CEX2021-001230-S
Ministerio de Ciencia e Innovación http://dx.doi.org/10.13039/501100004837 RYC2022-036154-I
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
Reconocimiento - No comercial - Sin obra derivada (by-nc-nd)
http://creativecommons.org/licenses/by-nc-nd/4.0/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
Reconocimiento - No comercial - Sin obra derivada (by-nc-nd)
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Nature Publishing Group
publisher.none.fl_str_mv Nature Publishing Group
dc.source.none.fl_str_mv reponame:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
instname:Universitat Politècnica de València (UPV)
instname_str Universitat Politècnica de València (UPV)
reponame_str RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
collection RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,811543

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