AI Article Synopsis
- - A new method for creating amide macrocycles uses organo-clay derivatives as templates, offering an alternative to traditional rotaxane techniques.
- - In this process, dications of p-xylylene diamine fill the clay's interlayer spaces, forming a structural framework for neutral diamine molecules through hydrogen bonding and pi-pi interactions.
- - The final product, tetramide macrocycles, is synthesized by condensing these diamine arrays with diacetyl dichlorides, with the shape and properties of the reactants influencing the reaction's success.
Article Abstract
A new approach for the synthesis of amide macrocycles, based on the use of organo-clay derivatives as controlling template, is proposed as an alternative to the rotaxane method. Dications of p-xylylene diamine inserted in the clay interlayer space act as molding pillars around which neutral diamine molecules are erected via hydrogen bonding and pi-pi interactions to form supramolecular arrays. Condensation of diamines in the supramolecular arrays with diacetyl dichlorides yields various tetramide macrocycles in good yields. Shape, aromaticity and dimensions of the reactants are factors affecting the condensation reaction.
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| http://dx.doi.org/10.1002/chem.200204555 | DOI Listing |
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