Issue 28, 2014

A monomer–dimer nanoswitch that mimics the working principle of the SARS-CoV 3CLpro enzyme controls copper-catalysed cyclopropanation

Abstract

A triangular framework with a terpyridine and shielded phenanthroline at its termini constitutes an open/close nanoswitch that is toggled by chemical inputs. In the presence of copper(I) ions, the open triangular framework (OPEN-I) firmly closes to a catalytically inactive heteroleptic [Cu(phen)(terpy)]+ complex (CLOSE). Reversible switching between CLOSE and OPEN-I states was demonstrated by successive addition and removal of Cu+. In contrast, after addition of iron(II) ions to the CLOSE state a bishomoleptic dimeric [Fe(terpy)2]2+ complex is formed with the copper(I) ions placed in the phenanthroline cavities (OPEN-II). Due to its coordinatively unsaturated [Cu(Phen)]+ sites the dimeric iron complex is able to serve as a catalyst in the cyclopropanation of Z-cyclooctene using ethyl diazoacetate.

Graphical abstract: A monomer–dimer nanoswitch that mimics the working principle of the SARS-CoV 3CLpro enzyme controls copper-catalysed cyclopropanation

Supplementary files

Article information

Article type
Paper
Submitted
22 May 2014
Accepted
28 May 2014
First published
06 Jun 2014
This article is Open Access
Creative Commons BY-NC license

Dalton Trans., 2014,43, 10977-10982

A monomer–dimer nanoswitch that mimics the working principle of the SARS-CoV 3CLpro enzyme controls copper-catalysed cyclopropanation

S. De, S. Pramanik and M. Schmittel, Dalton Trans., 2014, 43, 10977 DOI: 10.1039/C4DT01508H

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, 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 commercial 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