Solvatochromic Effects on the Absorption Spectrum of 2-Thiocytosine

J Phys Chem B. 2017 May 25;121(20):5187-5196. doi: 10.1021/acs.jpcb.7b02715. Epub 2017 May 12.

Abstract

The solvatochromic effects of six different solvents on the UV absorption spectrum of 2-thiocytosine have been studied by a combination of experimental and theoretical techniques. The steady-state absorption spectra show significant shifts of the absorption bands, where in more polar solvents the first absorption maximum shifts to higher transition energies and the second maximum to lower energies. The observed solvatochromic shifts have been rationalized using three popular solvatochromic scales and with high-level multireference quantum chemistry calculations including implicit and explicit solvent effects. It has been found that the dipole moments of the excited states account for some general shifts in the excitation energies, whereas the explicit solvent interactions explain the differences in the spectra recorded in the different solvents.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Acetates / chemistry
  • Acetonitriles / chemistry
  • Cytosine / analogs & derivatives*
  • Cytosine / chemistry
  • Dimethyl Sulfoxide / chemistry
  • Ethanol / chemistry
  • Methanol / chemistry
  • Quantum Theory
  • Solubility
  • Solvents / chemistry
  • Spectrophotometry, Ultraviolet
  • Water / chemistry

Substances

  • Acetates
  • Acetonitriles
  • Solvents
  • Water
  • 2-thiocytosine
  • Ethanol
  • ethyl acetate
  • Cytosine
  • Methanol
  • Dimethyl Sulfoxide
  • acetonitrile