Molecular Recognition of Azobenzene Dicarboxylates by Acridine-Based Receptor Molecules; Crystal Structure of the Supramolecular Inclusion Complex of trans-3,3′-Azobenzene Dicarboxylate with a Cyclo-bis-intercaland Receptor
✍ Scribed by Predrag Cudic; Jean-Pierre Vigneron; Jean-Marie Lehn; Michèle Cesario; Thierry Prangé
- Publisher
- John Wiley and Sons
- Year
- 1999
- Tongue
- English
- Weight
- 367 KB
- Volume
- 1999
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
dicarboxylic acids / Inclusion compounds / X-ray structure / Molecular recognition
The water soluble acyclic 1 and macrocyclic 2 receptor intercaland receptor 2 are two or three orders of magnitude more stable than those of 1. The inclusion complex of cyclo-molecules, based on acridine units, form 1:1 complexes with the cis-or trans-2,2Ј and 3,3Ј-azobenzene dicarboxylate bis-intercaland 2 with trans-3,3Ј-azobenzene dicarboxylate has been isolated and its structure has been determined by substrates. The stability constants of these complexes, determined by 1 H NMR spectroscopy, cover a wide range X-ray crystallography using synchrotron radiation, confirming the intercalation of the substrate between the from 30 to 10 5 M -1 , thus displaying very pronounced structure selectivity with respect to both substitution pattern and cis, acridine residues in the species formed. trans configuration. The complexes of the cyclo-bistercalative binding of a nitrobenzene molecule, [5] and of