The highest-energy stereoisomer of 1,2,3,4,5,6-hexafluorocyclohexane, with all the fluorines ‘up’, has been prepared in a 12-step protocol. The molecule adopts a chair conformation with three triaxial C–F bonds on one face generating a polarized ring. In the solid state the molecules pack in an orientation consistent with electrostatic ordering.
- Neil S. Keddie
- Alexandra M. Z. Slawin
- David O'Hagan