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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Bibliographic Details
Authors: 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
Format: article
Publication Date:2025
Country:España
Institution:Universitat Politècnica de València (UPV)
Repository:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
Language:English
OAI Identifier:oai:riunet.upv.es:10251/225458
Online Access:https://riunet.upv.es/handle/10251/225458
Access Level:Open access
Keyword:Epoxides
Alkyl alkenes
Uncatalyzed aerobic epoxidation
Description
Summary:[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.