Octahydroxy[1.4]metacyclophanes with long alkyl substituents on the aromatic rings have been prepared; the preferred conformation of the tetrahexyl derivative 8 in CDCl3 is a cone and its free energy of activation, ΔG‡298, for the ring inversion has been determined to be 12.0 kcal mol–1(1 cal = 4.184 J) using dynamic 1H NMR spectroscopy and complete line shape analysis.
H. Konishi and O. Morikawa, J. Chem. Soc., Chem. Commun., 1993, 34 DOI: 10.1039/C39930000034
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