Download PDF
Synthesis 1994; 1994(9): 969-972
DOI: 10.1055/s-1994-25616
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Preparation of Perfluoro-3,4-dihalo-2,5-dimethylhexa-2,4-dienes

Peter A. Morken* , Donald J. Burton
  • *Department of Chemistry, The University of Iowa, Iowa City, Iowa 52242, USA
Further Information

Publication History

Publication Date:
17 September 2002 (online)

  PDF Download Buy Article Permissions and Reprints All articles of this category
Zoom Image

The fluorinated propargyl glycol, HO(CF3)2CC≡CC(CF3)2,OH, was combined in a 1:2.7:3.1 ratio with triflic anhydride and pyridine in methylene dichloride to give bistriflate TfO(CF3)2CC≡CC(CF3)2 OTf in 63% yield. The bistriflate reacted with lithium chloride or lithium bromide in DMF solvent to afford [(CF3)2C=CX]2 (X = Cl, 26%; X = Br, 80%). Reaction with iodide ion or other nucleophiles gave complex reaction mixtures. Attempted dehalogenation of [(CF3)2C=CBr]2 is also discussed.