Issue 1, 2018

Waste-minimised copper-catalysed azide–alkyne cycloaddition in Polarclean as a reusable and safe reaction medium

Abstract

Herein we report the first example of a generally useful organic reaction, namely the copper-catalysed azide–alkyne cycloaddition, performed in a Polarclean/water mixture as a reaction medium. The process is very efficient, affording in 24 out of the 26 tested cases the desired triazole in quantitative yields. Product isolation is also very convenient, since the triazoles either precipitate or form a separate liquid phase, without the need to perform chromatographic separations. Moreover, since the metal catalyst is retained in the Polarclean/water phase, the catalyst/reaction medium can be easily reused for consecutive reaction runs, without an apparent loss in efficiency. This methodology is associated with very limited waste production, as evidenced by calculated E-factors in the range 2.6–3.7.

Graphical abstract: Waste-minimised copper-catalysed azide–alkyne cycloaddition in Polarclean as a reusable and safe reaction medium

Supplementary files

Article information

Article type
Paper
Submitted
06 Mph 2017
Accepted
21 Pun 2017
First published
28 Pun 2017

Green Chem., 2018,20, 183-187

Waste-minimised copper-catalysed azide–alkyne cycloaddition in Polarclean as a reusable and safe reaction medium

L. Luciani, E. Goff, D. Lanari, S. Santoro and L. Vaccaro, Green Chem., 2018, 20, 183 DOI: 10.1039/C7GC03022C

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