ISSN:
0947-3440
Keywords:
Ligand
;
Metal complexation
;
Podand
;
Sugar stopper
;
Supramolecular chemistry
;
Rotaxanes
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The new π-donor/π-acceptor type rotaxanes 15, 16 bearing chiral sugar units as blocking groups have been synthesized in 2% and 6% yield, starting from acetobromo glucose 10 and the podands 8 or 9, followed by the reaction of the resulting axles 11 and 12 with the dicationic bis(bipyridinio) wheel precursor 13 and the bis(bromomethyl) compound 14. The capability of the podands 11 and 12 and of the rotaxanes 15 and 16 to form podate-like complexes with metal salts was investigated by NMR; the effect of metal thiocyanate salt addition was monitored. Distinct changes of proton shifts that indicate complex formation were only observed between the free axles 11, 12 and the metal salts, whereas no major effects were found in case of the rotaxanes 15, 16. Glucose entities were chosen as stopper units in order to support metal complexation as terminal groups and to introduce a source of chirality into the molecules.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719970309
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