A 19F NMR study of C-I....pi- halogen bonding

Dieter Hauchecorne, Benjamin J. vand er Veken, Wouter A. Herrebout, Poul Erik Hansen

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

Abstract

The formation of halogen bonded complexes between toluene-d8 and the perfluoroiodopropanes 1-C3F7I and 2-C3F7I has been investigated using 19F NMR spectroscopy. For both Lewis acids, evidence was found for the formation of a C–I⋯π halogen bonded complex. The complex formed is a 1:1 type. Using spectra recorded at different temperatures, the complexation enthalpies and entropies for the complexes were determined to be −2.9(1) kJ mol−1 and −19.1(2) J K−1 mol−1 for the 2-C3F7I⋅toluene-d8 complex and −2.7(1) kJ mol−1 and −16.0(4) K−1 mol−1 for the 1-C3F7I⋅toluene-d8 complex. The experimental results are supported by ab initio calculations at the B3LYP-PCM/6-311++G(d,p) + LanL2DZ∗ level.
OriginalsprogEngelsk
TidsskriftChemical Physics
Vol/bind381
Udgave nummer1-3
Sider (fra-til)5-10
Antal sider6
ISSN0301-0104
DOI
StatusUdgivet - 2011

Emneord

  • 19F NMR
  • halogen bonding
  • thermodynamic data
  • perfluoroiodopropanes
  • complex
  • toluene

Citer dette