Journal
CHEMPHYSCHEM
Volume 20, Issue 24, Pages 3306-3310Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cphc.201900917
Keywords
anion binding; molecular recognition; molecular switches; photochromism; stiff-stilbene
Funding
- Ministry of Education, Culture and Science [024.001.035]
- European Research Council [694345, 802830]
- European Research Council (ERC) [802830] Funding Source: European Research Council (ERC)
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Anion binding to a receptor based on stiff-stilbene, which is equipped with a urea hydrogen bond donating group and a phosphate or phosphinate hydrogen bond accepting group, can be controlled by light. In one photoaddressable state (E isomer) the urea binding site is available for binding, while in the other (Z isomer) it is blocked because of an intramolecular interaction with its hydrogen bond accepting motif. This intramolecular interaction is supported by DFT calculations and H-1 NMR titrations reveal a significantly lower anion binding strength for the state in which anion binding is blocked. Furthermore, the molecular switching process has been studied in detail by UV/Vis and NMR spectroscopy. The presented approach opens up new opportunities toward the development of photoresponsive anion receptors.
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