Abstract

The synthesis of the shortly bridged dithia[ n]paracyclophanes ( n=7, 8) 1–5 was achieved by the cesium-assisted high-dilution cyclization for the first time. A chiral molecular structure is induced by the pattern of the two methyl substituents. A structure with C 1 symmetry for the dithia[ 7]paracyclophane 1 is proven by X-ray structure analysis and by low-temperature NMR experiments. The benzene ring is strongly deformed to a boat-shaped conformation. Enantiomeric separation of the cyclophanes 2–5 and the circular dichrograms of the enantiomers are discussed.

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