Crown-containing styryl dyes: cation-induced self-assembly of multiphotochromic 15-crown-5 ethers into photoswitchable molecular devices
- 1 January 1999
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 3,p. 601-608
- https://doi.org/10.1039/a807565d
Abstract
The s-conformations of trans-1b–e were studied by 1H NMR spectroscopy in CD3CN solution. It was shown that in trans-1b–e intramolecular ion pairs between the SO3 – group and the positively charged nitrogen atom of the benzothiazolium residue are formed. In the case of trans-1a no ionic association was observed. The complex formation of the trans- and cis-isomers of crown-containing styryl dyes with Mg2+ in CH3CN was studied spectrophotometrically. The anion-“capped” complexes formed by the cis-isomers were found to be more stable than the complexes formed by the corresponding trans-isomers. The stability constants of the complexes formed by the cis-isomers depend markedly on length and type of the N-substituent. Data from PM3 quantum-chemical calculations were used for the interpretation of some experimental data.Keywords
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