1. Neutral Molecule Receptor Systems Using Ferrocene's 'Atomic Ball Bearing' Character as the Flexible Element
- Author
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Glenn E. M. Maguire, Chensheng Li, Julio C. Medina, Jerry L. Atwood, Ernesto Abel, and George W. Gokel
- Subjects
Ferrocenecarboxylic acid ,Stereochemistry ,Chemistry ,Imine ,General Chemistry ,Biochemistry ,Catalysis ,chemistry.chemical_compound ,Colloid and Surface Chemistry ,Ferrocene ,Amide ,Polymer chemistry ,Ferrocene derivatives ,Solubility ,Receptor ,Neutral molecule - Abstract
Fourteen novel ferrocene derivatives have been designed to serve as receptors for low molecular weight diamines. The compounds that have been prepared and fully characterized possess two ferrocenedicarboxylic acid residues bridged by amide formation in their respective 1‘-positions by 4,4‘-benzidinyl (15), 3,3‘-dimethoxy-4,4‘-benzidinyl (16), 2,7-fluorenyl (17), 3-methoxy-2,7-fluorenyl (18), 4-N-piperazinoanilinyl (19), N,N‘-4,4‘-bipiperdinyl (20), and 4,13-diaza-18-crown-6 (21). In two cases, ferrocenecarboxylic acid was bridged by spacers attached using 1-methylene groups. The bridges in these cases were 4,13-diaza-18-crown-6 (22) and 1,5-diaminoanthraquinone (24). In a single case, ferrocenecarboxylic acid was bridged by 1,5-dicarbonylnaphthalene (25). In one additional case, the bridge was created by formation of an imine followed by hydrogenation, but both compounds (26, 27) proved to be relatively unstable. Attempts to increase solubility afforded the N-ethylated derivative 28 of 15 and the derivati...
- Published
- 1997
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