AI Article Synopsis
- The study investigates how excited-state intramolecular proton-transfer (ESIPT) and singlet-oxygen quenching activities interact in certain anthraquinones with hydrogen bonds, using static and laser spectroscopies.
- It finds that the ESIPT activity is influenced by specific substituents, which can be explained through a model related to molecular geometry called the nodal-plane model.
- A positive linear correlation is observed between ESIPT activity and (1)O2 quenching, attributed to changes in the molecule's shape and interaction with singlet oxygen during the proton transfer process.
Article Abstract
Excited-state intramolecular proton-transfer (ESIPT) and singlet-oxygen ((1)O2) quenching activities of intramolecularly hydrogen-bonded 1-(acylamino)anthraquinones have been studied by means of static and laser spectroscopies. The ESIPT shows a substituent effect, which can be explained in terms of the nodal-plane model. The ESIPT activity positively and linearly correlates with their (1)O2 quenching activity. The reason for this correlation can be understood by considering ESIPT-induced distortion of their ground-state potential surface and their encounter complex formation with (1)O2. Intramolecularly hydrogen-bonded hydroxyanthraquinones found in aloe also show a similar positive and linear correlation, which can be understood in the same way.
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| http://dx.doi.org/10.1021/jp508355k | DOI Listing |
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