The Substituent Effect. V. NMR Chemical Shifts of Hydrogen-bonding Hydroxyl Proton of Phenols in DMSO

M Fujio, M Mishima, Y Tsuno, Y Yukawa…

Index: Fujio,M. et al. Bulletin of the Chemical Society of Japan, 1975 , vol. 48, p. 2127 - 2133

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Citation Number: 29

Abstract

The chemical shifts of the hydrogen bonded OH proton of m-and p-substituted phenols, and 4-substituted 2-cresols, 3-cresols, and 2, 6-xylenols were determined in DMSO. The effects of substituents on the hydroxyl chemical shift of these series were correlated linearly with each other (correlation coefficient> 0.999), except for the bulky planar substituents in the 3- cresol series which may be subject to the steric loss of their coplanarity with the benzene ...

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