Intramolecular hydrogen bonding enhances the rate of nucleophilic cleavage in alkyl aryl ethers

DH Buchanan, N Takemura, JNO Sy

Index: Buchanan, David H.; Takemura, Nobumi; Sy, James N. O. Journal of Organic Chemistry, 1986 , vol. 51, # 22 p. 4291 - 4294

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Citation Number: 5

Abstract

acetic acid (2) were prepared as rep~ rted.~ NMR spectra were recorded on a Bruker Ah4300 spectrometer operating at 300 MHz using 5-mm 0. d. NMR tubes. Samples of 1 and 2 were prepared as solutions in analytical grade CDC1, and various concentrations (0.27, 0.18, 0.12, 0.06, 0.015, 0.0075, 0.0037, and 0.00093 M) were made up by serial dilution. NMR spectra were taken at four different temperatures: 313,293,273,253 K. For each ...