Various 2,3-bis(2-fluorophenyl)benzene derivatives were synthesized with various R groups in the 1,4 position and hexyl chain in the 5 position.  The various R groups include: CO2Et, CH2OH, CH2Cl, COOH, and COCl.  The 1H, 13C, and 19F NMR spectra show the occurrence of �cis� and �trans� diastereomers due to the restricted rotation caused by ortho-substituted fluorine.  The degree of restriction is shown to be affected by the R groups in the 1,4 position.

Restricted rotation in ortho-fluorophenyl substituted derivatives

241st National Meeting (2011)

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