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Complex Multistate Photophysics of a Rhodanine Photoswitch.

Anam Fatima1, Pratip Chakraborty1, Xinyue Xu2

  • 1School of Chemistry, University of East Anglia, Norwich, Norfolk, England.

Angewandte Chemie (International Ed. in English)
|July 31, 2025
PubMed
Summary
This summary is machine-generated.

New rhodanine photoswitches exhibit complex photophysics unlike related compounds. Their excited state relaxation involves intermediate states and a triplet-mediated isomerization pathway, impacting their design and use.

Keywords:
Excited state dynamicsPhotoswitchQuantum chemicalTripletUltrafast

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Area of Science:

  • Photochemistry
  • Molecular Photonics
  • Organic Chemistry

Background:

  • Photoswitches are crucial for molecular photonics and photo-pharmaceutics.
  • Rhodanine-based photoswitches represent a promising new class of compounds.
  • Understanding their photophysical properties is essential for optimizing their applications.

Purpose of the Study:

  • To investigate the photophysics of a representative rhodanine photoswitch.
  • To elucidate the relaxation pathway from the excited state to the ground state.
  • To compare the photophysics with related monomethine photoswitches.

Main Methods:

  • Ultrafast UV and IR spectroscopy were employed to probe excited-state dynamics.
  • Quantum chemical calculations were used to model the reaction pathway.
  • Transient spectroscopy characterized intermediate states.

Main Results:

  • Rhodanine photoswitches exhibit complex photophysics distinct from monomethine analogs.
  • Excited state relaxation occurs on a sub-picosecond timescale, but ground state repopulation takes hundreds of picoseconds.
  • A triplet-mediated isomerization pathway, involving intermediate states and nπ* character, was identified.

Conclusions:

  • The photophysics of rhodanine photoswitches are more complex than initially assumed.
  • A triplet-mediated isomerization pathway significantly influences their excited-state dynamics.
  • These findings have critical implications for the synthesis, analysis, and application of rhodanine photoswitches.