ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The synthesis of new ‘bridged’ β-cyclodextrin (β-CD) ‘dimers’ 7-12 was successfully achieved by two one-pot reactions from β-CD (3) and 6A-azido-6A-deoxy-β-CD (4). The ‘phosphine imine’ reaction was shown to be a superior approach compared to the Mitsunobu reaction as coupling strategy for the preparation of these ‘dimers’. NMR Data, along with molecular-modelling calculations, suggest a ‘helical-like’ arrangement for the phenanthroline-diyl-linked ‘dimer’ derivative 9. Complexation properties of 9 were established by UV-VIS-spectrophotometric titration toward four metals. Among them CuII or EuIII ions were complexed selectively by 9, but no complexation occurred with LaIII and ZnII. In addition a specific and interesting esterase activity toward the phosphodiester bond of bis(4-nitrophenyl) phosphate anion was found in the case of the CuII complex of 9.
Additional Material:
7 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19980810314
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