Response of acidity and magnetic resonance properties to aryl substitution in carbon acids and derived carbanions: 1-aryl-4-phenylcyclopenta-1, 3 dienes. …

LG Greifenstein, JB Lambert, RJ Nienhuis…

Index: Greifenstein,L.; Lambert,J.; Nienhuis,R.J. Journal of the American Chemical Society, 1981 , vol. 103, p. 7753

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Citation Number: 13

Abstract

Abstract: Monosubstitution on one aryl ring of 1, 4-diphenylcyclopenta-1, 3-diene provides a probe for studying anion stability, charge density, and ionic structure. We have measured the pK,'s of several members of this series in both pure Me2S0 and Me2SO-H20. Acidities are stronger by 1-2 pK, units in pure Me2S0, as a consequence of greater stabilization by dispersion forces in Me2S0 than by hydrogen bonding in the H20 mixture. Both sets of ...