Bulletin of the Chemical Society of Japan p. 3248 - 3251 (1980)
Update date:2022-07-29
Topics:
Nakamura, Mikio
Oki, Michinori
9-(2-Hydroxy-1-naphthyl)fluorene, 9-(2-hydroxy-4,6-dimethylphenyl)fluorene, and their methyl ethers have been prepared.They give stable rotamers, sp and ap, at room temperature. ap forms of the hydroxylic compounds are favored over the sp and contrary is true for the methyl ethers.These results are attributed to the stabilization of the ap form of the hydroxylic compounds due to intramolecular OH...? interaction.Barriers to rotation are ca. 105 kJ mol-1.
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