Issue 18, 2012
From the journal:

Chemical Communications

Ligand denticity controls enantiomeric preference in DNA-based asymmetric catalysis†

Arnold J. Boersma,a   Bas de Bruin,b   Ben L. Feringa*a  and  Gerard Roelfes*a  

* Corresponding authors

a Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands
E-mail: b.l.feringa@rug.nl, j.g.roelfes@rug.nl

b Van't Hoff Institute for Molecular Sciences, University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The Netherlands

Abstract

DNA-based catalysis can be used to control the enantioselectivity of copper-catalysed Diels–Alder and Friedel–Crafts reactions to produce either enantiomer of the product by changing the denticity of the ligand coordinated to the Cu(II) ion, even though the DNA adopts a right handed helical conformation only.

Graphical abstract: Ligand denticity controls enantiomeric preference in DNA-based asymmetric catalysis

  • This article is part of the themed collection: Chirality
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Article information

DOI
https://doi.org/10.1039/C2CC17350F
Article type
Communication
Submitted
24 Nov 2011
Accepted
10 Jan 2012
First published
11 Jan 2012

Chem. Commun., 2012,48, 2394-2396

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Ligand denticity controls enantiomeric preference in DNA-based asymmetric catalysis

A. J. Boersma, B. de Bruin, B. L. Feringa and G. Roelfes, Chem. Commun., 2012, 48, 2394 DOI: 10.1039/C2CC17350F

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