A rigid conformation for 5-Fluoro-2, 11-dithia[3.3](1,4)naphthalenometacyclophane with absence of meta-ring flipping

Abstract

19F and 1H nmr data suggest the presence of only one major isomer for the title compound with the unexpected stacking of the benzene and naphthalene rings. Variable temperature 1H nmr studies suggested no meta-ring flipping even at 160 °C. The chemical shifts of the methylene protons were observed to be solvent and temperature dependent. This is attributed to the solvent effects on inversion processes of the bridges. © 1987.