Slow Anion Exchange, Conformational Equilibria, and Fluorescent Sensing in Venus Flytrap Aminopyridinium-Based Anion Hosts
Citations Over TimeTop 10% of 2003 papers
Abstract
The synthesis, anion binding, and conformational properties of a series of 3-aminopyridinium-based, tripodal, tricationic hosts for anions are described. Slow anion and conformational exchange on the (1)H NMR time scale at low temperature, coupled with NMR titration, results in a high level of understanding of the anion-binding properties of the compounds, particularly with respect to significant conformational change resulting from induced fit complexation. Peak selectivity for halides, particularly Cl(-), is observed. The approach has been extended to dipodal and tripodal podands based on 3-aminopyridinium "arms" containing photoactive anthracenyl moieties. The 1,3,5-tripodal host shows a remarkable selectivity for acetate over other anions, in contrast to the analogous unsubstituted tris(3-aminopyridinium) analogue, despite the fact that low-temperature (1)H NMR experiments reveal a total of four acetate-binding conformations. Photodimerization of anthracene units results in the formation of potential fluorescent anion sensors.
Related Papers
- → A di-iron–anthracene complex via ultrasonics(1987)16 cited
- → Photoreactions and Fluorescence Ageing in Crystalline Anthracene(1973)13 cited
- → Correlation field splitting in anthracene crystals. The infra-red spectra of mixed crystals of anthracene and anthracene-D10(1962)13 cited
- → 1‐Azabenz[a]anthracene and 9‐azabenz[a]anthracene(1985)11 cited
- → X-Ray observations of orientations of photodimer in single crystals of anthracene(1972)2 cited