Experimental and quantum chemical evidences for C–H⋯ N hydrogen bonds involving quaternary pyridinium salts and pyridinium ylides

Z Dega-Szafran, G Schroeder, M Szafran…

Index: Dega-Szafran; Schroeder; Szafran; Szwajca; Leska; Lewandowska Journal of Molecular Structure, 2000 , vol. 555, p. 31 - 42

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Citation Number: 14

Abstract

The rates of equilibrium of eight quaternary pyridinium salts containing activated methylene groups with the corresponding ylides have been measured in DMSO solution containing strong bases (DBU, MTBD and P1-tBu). The effect of the ring substituents on the deprotonation rate is greater than that of the methylene substituents. This observation is consistent with the energy of C–H⋯ N hydrogen bonds and the elongation of the C–H ...