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International Summer School PROGRAM - Laboratoire d'Infochimie ...

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Dynamic covalent chemistry: A facile room temperature reversible Diels-<br />

Alder reaction between anthracene derivatives and N-phenyl-triazolinedione<br />

Abstract:<br />

Dr. N. Roy, Prof. J.-M. Lehn<br />

<strong>Laboratoire</strong> de Chimie Supramoléculaire, ISIS<br />

Universite´ de Strasbourg<br />

8, allée Gaspard Monge<br />

67000, Strasbourg (France)<br />

A series of readily accessible dynamic Diels-Alder reactions reversible at room temperature<br />

have been developed between anthracene derivatives as dienes and N-phenyl-1,2,4-triazoline-<br />

3,5-di-one as dienophile. The adducts formed undergo reversible component exchange<br />

forming dynamic libraries of equilibrating cycloadducts. Furthermore, reversible adduct<br />

formation allows for temperature dependent modulation of the fluorescent properties of<br />

anthracene components, a feature of potential interest for the design of opto-dynamic<br />

polymeric materials by careful selection and manipulation of these simple dienes and<br />

dienophiles.

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