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Updated: Jun 15, 2025
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Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
Published on: August 19, 2013
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Boramidine: a boron-based photoacidic fluorophore
Estefanía Sucre-Rosales1, Nidal Saleh2, Jerôme Lacour2
1Department of Physical Chemistry, University of Geneva, Quai Ernest Ansermet 30, 1211 Geneva 4, Switzerland. eric.vauthey@unige.ch.
Chemical Communications (Cambridge, England)
|May 21, 2025
Summary
Boramidine, a fluorescent probe building block, exhibits photoacidity. Protonation in protic solvents and subsequent excited-state proton transfer explain its spectral behavior in different environments.
Area of Science:
- Photochemistry
- Organic Fluorophores
- Spectroscopy
Background:
- Boramidine is a versatile, water-soluble organic fluorophore.
- Its absorption spectrum varies significantly between organic and aqueous solvents.
Purpose of the Study:
- To investigate the spectral differences of boramidine in various solvents.
- To elucidate the photophysical mechanisms underlying boramidine's behavior.
Main Methods:
- Transient absorption spectroscopy
- Solvent-environment studies
Main Results:
- Boramidine is protonated in highly protic solvents.
- Excited-state proton transfer (ESPT) occurs within picoseconds after photoexcitation.
- ESPT explains the invariant fluorescence spectrum across environments.
Conclusions:
- Boramidine exhibits photoacidity, a novel characteristic.
- This photoacidity enhances its utility as a fluorescent probe building block.
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