Supramolecular Catalysts from Simple Components

  • Author: Asian Journal of Organic Chemistry
  • Published Date: 18 November 2013
  • Source / Publisher: Asian Journal of Organic Chemistry/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
thumbnail image: Supramolecular Catalysts from Simple Components

Since Jean-Marie Lehn received the Novel Prize for supramolecular chemistry in 1987, chiral supramolecular catalysts have been attractive in organic synthesis. However, their practical use has been limited, as a precise synthesis of a sole designed species is difficult because of undesired aggregation of the catalysts.

Kazuaki Ishihara and colleagues, Nagoya University, Japan, have developed highly active chiral supramolecular magnesium(II) binaphtholates based on acid–base chemistry. These binaphtholates are prepared in situ from simple, commercially available, and inexpensive Mg(II) and (R)-BINOL (1,1’-bi-2-naphthol).
These catalysts are useful for asymmetric phosphorus addition reactions, direct Mannich-type reactions, and hetero Diels-Alder reactions. Cooperative interaction between acids and bases at the optimal molar ratio triggers not only self-assembling to di- and tri-nuclear Mg(II) supramolecules but also activation of substrates and reagents effectively. The supramolecular structure and activity of these catalysts can be finely controlled by the addition of water or simple alcohols as ligands.

The team explains that this practical method to design chiral supramolecular metal catalysts may find applications in further efficient asymmetric transformations.

Article Views: 4643

Sign in Area

Please sign in below

Additional Sign In options

Please note that to comment on an article you must be registered and logged in.
Registration is for free, you may already be registered to receive, e.g., the newsletter. When you register on this website, please ensure you view our terms and conditions. All comments are subject to moderation.

Article Comments - To add a comment please sign in

If you would like to reuse any content, in print or online, from, please contact us first for permission and consult our permission guidance prior to making your request

Follow on Facebook Follow on Twitter Follow on YouTube Follow on LinkedIn Follow on Instagram RSS Sign up for newsletters

Magazine of Chemistry Europe (16 European Chemical Societies) published by Wiley-VCH