Issue 16, 2017

An in situ formed Ca2+–crown ether complex and its use in CO2-fixation reactions with terminal and internal epoxides

Abstract

Herein we report an efficient catalytic system based on readily available calcium iodide and 18-crown-6 ether for the atom economical addition of CO2 to epoxides. 1H NMR experiments revealed the selective in situ formation of a crown ether complex. This catalyst allows the conversion of various terminal epoxides under 1 atm CO2 pressure even at room temperature. Remarkably, a broad range of internal epoxides with various substitution patterns and substituents were smoothly converted which confirms the high efficiency and capability of the protocol. Notably, most of the internal carbonates were synthesized in high yields and diastereoselectivities of up to ≥99%. Furthermore, this system operates under solvent-free conditions without any co-catalysts e.g. onium salts.

Graphical abstract: An in situ formed Ca2+–crown ether complex and its use in CO2-fixation reactions with terminal and internal epoxides

Supplementary files

Article information

Article type
Paper
Submitted
12 Apr 2017
Accepted
12 May 2017
First published
06 Jun 2017

Green Chem., 2017,19, 3769-3779

An in situ formed Ca2+–crown ether complex and its use in CO2-fixation reactions with terminal and internal epoxides

J. Steinbauer, A. Spannenberg and T. Werner, Green Chem., 2017, 19, 3769 DOI: 10.1039/C7GC01114H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements