Formation of diclofenac molecular ions as the effect of Cu(2+)-π interaction under electrospray ionization mass spectrometry conditions

Eur J Mass Spectrom (Chichester). 2012;18(1):43-50. doi: 10.1255/ejms.1166.

Abstract

Solutions containing diclofenac (M) and a copper salt [CuCl2, Cu(ClO4)2, Cu(NO3)2, CuSO4) were analysed by electrospray ionisation mass spectrometry (ESI-MS). Because of the cation-pi interactions in diclofenac-Cu(II) complexes, the diclofenac molecular ion M+* at m/z 295 was formed. It was found that the solvent composition (methanol versus water/methanol) and counter ion strongly affect the M+* ion formation. Formation pathways of ion M+* are discussed.

MeSH terms

  • Anti-Inflammatory Agents, Non-Steroidal / chemistry*
  • Copper / chemistry*
  • Copper Sulfate / chemistry
  • Diclofenac / chemistry*
  • Ions / chemistry*
  • Methanol / chemistry
  • Nitrates / chemistry
  • Perchlorates / chemistry
  • Solutions
  • Spectrometry, Mass, Electrospray Ionization*
  • Water / chemistry

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Ions
  • Nitrates
  • Perchlorates
  • Solutions
  • Water
  • copper(II) perchlorate
  • Diclofenac
  • Copper
  • copper(II) nitrate
  • Copper Sulfate
  • cupric chloride
  • Methanol