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Ionic liquid surfactants as multitasking micellar catalysts for epoxidations in water

Title data

Schmidt, Fabian ; Zehner, Bastian ; Korth, Wolfgang ; Jess, Andreas ; Cokoja, Mirza:
Ionic liquid surfactants as multitasking micellar catalysts for epoxidations in water.
In: Catalysis Science & Technology. Vol. 10 (June 2020) Issue 13 . - pp. 4448-4457.
ISSN 2044-4761
DOI: https://doi.org/10.1039/D0CY00673D

Official URL: Volltext

Abstract in another language

We present a single-component catalyst system for the epoxidation of hydrophobic olefins in aqueous solution. The aggregation of surface-active 1-alkyl-3-methylimidazolium ionic liquids (IL) containing the catalytically active tungstate dianion leads to micelles, which solubilise apolar olefins in aqueous media. The micellisation of tungstate allows for the epoxidation of cyclooctene and other olefins in water, using environmentally benign hydrogen peroxide as oxidant. The structural characterisation of the micelles under catalysis conditions as well as the substrate uptake have been studied by cryo-TEM. 183W-NMR studies revealed that the catalytically active species is a tetraperoxotungstate complex. The addition of organophosphonic acids results in a significant boost of the catalytic activity by formation of a tungstate–phosphonate adduct, investigated using electrospray ionisation mass spectrometry (ESI-MS). The versatile functionalisability of the imidazolium cation enables a covalent linkage of a phosphonate group, which is further increasing the catalytic activity.

Further data

Item Type: Article in a journal
Refereed: Yes
Additional notes: Affiliation of Authors Schmidt and Cokoja: Chair of Inorganic and Metal-Organic Chemistry, Faculty of Chemistry and Catalysis Research Center, Technical University of Munich
Institutions of the University: Faculties > Faculty of Engineering Science
Faculties > Faculty of Engineering Science > Chair Chemical Engineering
Faculties > Faculty of Engineering Science > Chair Chemical Engineering > Chair Chemical Engineering - Univ.-Prof. Dr.-Ing. Andreas Jess
Result of work at the UBT: Yes
DDC Subjects: 500 Science > 540 Chemistry
600 Technology, medicine, applied sciences > 600 Technology
600 Technology, medicine, applied sciences > 620 Engineering
600 Technology, medicine, applied sciences > 660 Chemical engineering
Date Deposited: 08 Oct 2020 07:30
Last Modified: 08 Oct 2020 07:30
URI: https://eref.uni-bayreuth.de/id/eprint/58032