Synthesis and Structure of Stereoisomeric Multivicinal Hexafluoroalkanes

Rational expectations: Molecules containing six contiguous fluorine atoms along a carbon backbone have been synthesized in a stereocontrolled manner. X-ray crystallography shows that the fluoroalkane can adopt a helical or a zigzag shape depending on the stereochemical pattern (see structures). These findings are rationalized by simple stereochemical effects associated with CF bonds.