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- W2011671054 abstract "meta-Wurster's crowns are a new class of hosts that incorporate the meta-phenylenediamine moiety within a macrocyclic framework. We have used a Pd-catalyzed amination procedure in the synthesis of representative m-Wurster's crown members containing aza-12-crown-4, aza-15-crown-5 and aza-18-crown-6 macrocycles and bis/tris(macrocycles) containing aza-15-crown-5 units with yields ranging from 70 to 86%. Competitive alkali metal ion binding experiments, monitored by electrospray mass spectrometry, revealed that the monocyclic crowns form 1:1 complexes with the cation that best matches the crown topology. 13C NMR studies confirm the results from mass spectrometry and show the m-phenylenediamine moiety to interact with the bound ions, thus, establishing its participation as a direct link in the stabilization of the complexes. The bis and tris(macrocycles) were shown by cyclic voltammetry and 13C NMR spectroscopy to coordinate two and three sodium ions, respectively. Anodic shifts in the oxidation potentials of the ligands upon complexation were driven by complex stability, not charge density, with the largest shifts resulting from the cation that appears to best fit the crown." @default.
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- W2011671054 date "2002-01-01" @default.
- W2011671054 modified "2023-09-26" @default.
- W2011671054 title "‘meta-Wurster's crowns’: The synthesis and properties of meta-Phenylenediamine-based macrocycles" @default.
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- W2011671054 doi "https://doi.org/10.1016/s1472-7862(03)00090-x" @default.
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