Photoswitchable Quadruple Hydrogen-Bonding Motif
Bohan Tang1,2, Mike Pauls3, Christoph Bannwarth3
1DWI-Leibniz Institute for Interactive Materials, 52074 Aachen, Germany.
Journal of the American Chemical Society
|November 30, 2023
Summary
Researchers developed a light-responsive quadruple hydrogen-bonding system. This system reversibly switches between two states, controlling molecular self-assembly with light for advanced material applications.
Area of Science:
- Supramolecular Chemistry
- Organic Chemistry
- Materials Science
Background:
- Hydrogen-bonding motifs are fundamental to molecular recognition and self-assembly.
- Controlling these interactions with external stimuli is crucial for dynamic materials.
Purpose of the Study:
- To report a novel photoswitchable quadruple hydrogen-bonding motif.
- To demonstrate light-induced reversible switching of hydrogen-bonding arrays and dimerization constants.
Main Methods:
- Utilizing a diarylethene core functionalized with a ureidopyrimidin-4-ol moiety.
- Employing photoinduced ring closure and enol-keto tautomerization to alter hydrogen-bonding patterns.
- Quantifying changes in dimerization constants via spectroscopic and binding studies.
Main Results:
- Achieved near-complete, reversible, and thermostable switching between DADA and AADD arrays.
- Demonstrated a >3 orders of magnitude change in dimerization constants upon photoisomerization.
- Established a link between diarylethene photoisomerization, tautomerization, and hydrogen-bonding array transformation.
Conclusions:
- The developed photoswitchable motif offers precise light-based control over molecular interactions.
- This system enables spatial and temporal direction of self-assembly and supramolecular polymerization.
- Potential applications in light-responsive materials, sensors, and actuators.
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