Fluorine hydrogen short contacts and hydrogen bonds in substituted benzamides

Lothar Hennig, Ketty Ayala-Leon, Jorge Angulo-Cornejo, Rainer Richter, Lothar Beyer

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29 Scopus citations


A series of fluorine substituted benzamides 1-10 was synthesised and investigated by spectroscopic methods (NMR, IR, MS) and X-ray structure analysis. The configuration of these compounds strongly depends on solvent, temperature and substitution pattern. Unexpectedly, some of these compounds form weak intramolecular hydrogen bonds/short N{single bond}H⋯F{single bond}C contacts in CDCl3 solution and in the solid state.

Original languageEnglish
Pages (from-to)453-460
Number of pages8
JournalJournal of Fluorine Chemistry
Issue number5
StatePublished - May 2009

Bibliographical note

Funding Information:
We are grateful to Deutsche Akademische Austauschdienst for financial support, and we thank Dr. Michael Kampf for preparation of 4 .


  • Crystal structures
  • Fluorine substituted benzamides
  • Hydrogen bonds/short contacts
  • NMR investigations
  • Synthesis


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