Abstract
We study excited-state proton-transfer (ESPT) reactions in bifunctional photoacids 2-naphthol 8-sulfonate (2N8S) and 2-naphthol 6, 8-sulfonate (2N6dS) photoacids. We distinguish between the solvent-coupled diffusion-controlled reversible ESPT reactions of the two side groups and the point-to-point through one-water-bridge ESPT process between the primary photoacidic OH group and the 8-position SO 3 − group of the two photoacids, the SO 3 − side group functioning as a secondary (reversible) proton acceptor. The diffusion-controlled ESPT reactions are carried out in water. Through one-water-bridge ESPT reactions are carried out in acetonitrile (ACN) in presence of sub-0.3 M of water which forms 1: 1 hydrogen-bonding (bridge) complexes with the two bifunctional photoacids. The kinetics of the ensuing ESPT processes following short laser-pulse excitation by time-resolved-fluorescence (TRF) are analyzed. Detailed kinetic analysis allows us to describe the various mechanisms of the observed two coupled ESPT reactions of the bifunctional photoacids in terms of proton antennas.
Original language | English |
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Title of host publication | Spectroscopy and Computation of Hydrogen-Bonded Systems |
Publisher | wiley |
Pages | 261-292 |
Number of pages | 32 |
ISBN (Electronic) | 9783527834914 |
ISBN (Print) | 9783527349722 |
DOIs | |
State | Published - 1 Jan 2022 |
ASJC Scopus subject areas
- General Chemistry
- General Engineering
- General Materials Science