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Effects of para‐ and meta‐fluoro substitution of the 5‐phenyl ring on its solution‐state conformation in lactam‐type 5‐phenyl‐1,4‐benzodiazepines

Single‐crystal X‐ray diffraction studies have shown that the boat‐shaped 3D structures of various 1,4‐benzodiazepin‐2‐ones are very similar to each other. The main geometrical differences between these molecules are in the conformation of the 5‐arylring. In studies on topographical and electronic features in 1,4‐benzodiazepines we investigated the effects of o‐fluoro substitution in the 5‐phenyl ring on conformational equilibria. We now report on conformational effects caused by p‐ and m‐fluoro substitution within the 5‐phenyl ring.