Abstract

Abstract The compound 9-(2-methylaminophenyl)fluorene (2) was obtained by treatment of 9-(2-dimethylaminophenyl)-9-fluorenol (1b) with dry hydrogen bromide in acetic acid. The conformational equilibrium (ap\ightleftarrowssp) of 2 was investigated on the basis of dynamic 1H NMR spectra in CDCl3. The stabilization of the ap-iorm could be ascribed to an N–H···π interaction between the methylamino group and the fluorene ring. The effect of trifluoroacetic acid on the equilibrium of 2 is also discussed.

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