Excited-state hydroxide ion transfer from a model xanthenol photobase

J Phys Chem B. 2015 Feb 12;119(6):2498-506. doi: 10.1021/jp5080169. Epub 2014 Nov 11.

Abstract

This article reports a study of excited-state hydroxide ion release from a model xanthenol photobase, XanOH. The driving force for the reaction was tuned using solvent mixtures with varying water/acetonitrile ratios, and the kinetics of the reaction was monitored using ultrafast pump-probe spectroscopy. The intrinsic barrier for the heterolysis was evaluated using Marcus and bond-energy bond-order (BEBO) models. The obtained value (ΔG(o)(#) = 10.17-10.80 kcal/mol) is significantly higher than the intrinsic barriers found for the proton release from previously studied photoacids. These results were discussed in terms of the difference in structures of solvated H(+) and OH(-) ions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Hydroxides / chemistry*
  • Kinetics
  • Thermodynamics
  • Xanthenes / chemistry*

Substances

  • Hydroxides
  • Xanthenes
  • hydroxide ion