Intramolecular 9-membered hydrogen bonding of 2-arylmethylphenols having carbonyl groups at 2′-position

Y Yoshimi, H Maeda, M Hatanaka, K Mizuno

Index: Yoshimi, Yasuharu; Maeda, Hajime; Hatanaka, Minoru; Mizuno, Kazuhiko Tetrahedron, 2004 , vol. 60, # 42 p. 9425 - 9431

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Citation Number: 7

Abstract

Thermodynamic parameters of nine-membered intramolecular hydrogen bonding between carbonyl groups and phenolic hydroxyl groups of 2-arylmethylphenols having methoxycarbonyl, dimethylcarbamoyl, and formyl groups were determined by variable temperature 1H NMR studies and van't Hoff analysis. The enthalpy of the hydrogen bonding was related to the electron-withdrawing ability of the substituents on the phenol and the ...