A novel nine-membered intramolecular hydrogen bonding in methyl naphthoate bearing phenol moiety

doi:10.1016/S0040-4039(01)00179-4

Tetrahedron Letters

Volume 42, Issue 12, 18 March 2001, Pages 2341-2343

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Abstract

A novel nine-membered intramolecular hydrogen bonding between ester carbonyl and phenolic hydroxyl groups was investigated based on X-ray crystallography and variable-temperature ¹H NMR spectroscopy. The ¹H NMR studies in CDCl₃ indicated that a significant downfield shift of the phenolic proton as the temperature is lowered.

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Very few examples of nine-membered hydrogen bonding structures have been reported, but hydrogen bonding is not...

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A novel nine-membered intramolecular hydrogen bonding in methyl naphthoate bearing phenol moiety

Abstract

Helv. Chim. Acta.

Nature

J. Am. Chem. Soc.

Org. Lett.

J. Am. Chem. Soc.

Can. J. Chem.

J. Phy. Chem.

J. Chem. Soc.

J. Chem. Soc. (B)

J. Phy. Chem.