Caballero, María P., Carrascosa, Fernando, de la Cruz-Martínez, Felipe et al. (5 more authors) (2022) [4-(2-Hydroxyphenyl)imidazolium Salts as Organocatalysts for Cycloaddition of Isocyanates and Epoxides to Yield Oxazolidin-2-ones. ChemistrySelect. e202103977.
Abstract
Novel salts based on 1,3-dibutyl-4-(2-hydroxyphenyl)-1H-imidazolium bromide or iodide have been developed as bifunctional organocatalysts for the cycloaddition reaction of epoxides and isocyanates to form 3,4- and 3,5-disubstituted oxazolidin-2-ones. The molecular structure of these compounds was determined spectroscopically and confirmed by X-ray diffraction analysis. Imidazolium compounds were screened as catalysts to produce a range of oxazolidinones. The influence of the substituents on the aromatic ring and the counterion of the catalysts on the catalytic activity have been studied, showing that 1,3-dibutyl-4-(5-fluro-2-hydroxyphenyl)-1H-imidazolium iodide (4 d) was the most active catalyst for this process in the absence of a cocatalyst.
Metadata
Item Type: | Article |
---|---|
Authors/Creators: |
|
Copyright, Publisher and Additional Information: | Funding Information: . We gratefully acknowledge the financial support from the Ministerio de Economía y Competitividad (MINECO), Spain (grant nos. CTQ2017‐84131‐R, CTQ2016‐81797‐REDC and RED2018‐102387‐T Programa Redes Consolider) Funding Information: We gratefully acknowledge the financial support from the Ministerio de Econom?a y Competitividad (MINECO), Spain (grant nos. CTQ2017-84131-R, CTQ2016-81797-REDC and RED2018-102387-T Programa Redes Consolider). Publisher Copyright: © 2022 The Authors. ChemistrySelect published by Wiley-VCH GmbH |
Keywords: | Epoxides,Imidazolium salts,Organocatalysts,Oxazolidin-2-ones |
Dates: |
|
Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 12 Apr 2022 11:30 |
Last Modified: | 02 Apr 2025 23:23 |
Published Version: | https://doi.org/10.1002/slct.202103977 |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1002/slct.202103977 |
Related URLs: | |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:185663 |
Download
Description: ChemistrySelect - 2022 - Caballero - 4‐ 2‐Hydroxyphenyl imidazolium Salts as Organocatalysts for Cycloaddition of
Licence: CC-BY-NC-ND 2.5