Issue 25, 2012

Excited-state proton transfer in N-methyl-6-hydroxyquinolinium salts: solvent and temperature effects

Abstract

The excited-state proton transfer (ESPT) reaction of the “super”photoacid N-methyl-6-hydroxyquinolinium (MHQ) was studied using both fluorescence upconversion and time-correlated single photon counting (TCSPC) techniques. The ultrafast ESPT kinetics were investigated in various alcohols and water and determined to be solvent-controlled. The ESPT temperature dependence of MHQ was also studied in various alcohols and compared to that observed for another “super”photoacid, 5,8-dicyano-2-naphthol (DCN2). A full set of kinetic and thermodynamic parameters describing the ESPT was obtained. The protolytic photodissociation rate constant for MHQ was higher than that for DCN2, while the ESPT activation energies of MHQ were smaller. These findings are attributed to the approximately 3 orders of magnitude differences in excited-state acidities of MHQ and DCN2.

Graphical abstract: Excited-state proton transfer in N-methyl-6-hydroxyquinolinium salts: solvent and temperature effects

Supplementary files

Article information

Article type
Paper
Submitted
05 Dec 2011
Accepted
13 Jan 2012
First published
16 Jan 2012

Phys. Chem. Chem. Phys., 2012,14, 8964-8973

Excited-state proton transfer in N-methyl-6-hydroxyquinolinium salts: solvent and temperature effects

E. Gould, A. V. Popov, L. M. Tolbert, I. Presiado, Y. Erez, D. Huppert and K. M. Solntsev, Phys. Chem. Chem. Phys., 2012, 14, 8964 DOI: 10.1039/C2CP23891H

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