Similarity in physical organic chemistry: Substituent effects on the intrinsic basicity of 4??substituted pyrazoles

R Notario, M Herreros, AE Hammadi…

Index: Notario, R.; Herreros, M.; Hammadi, A. El; Homan, H.; Abboud, J.-L. M.; et al. Journal of Physical Organic Chemistry, 1994 , vol. 7, # 12 p. 657 - 662

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Citation Number: 14

Abstract

Abstract The gas-phase basicities of eight pyrazoles substituted only at position 4 (R 4= H, NO 2, F, Cl, CO 2 C 2 H 5, CH 3, NH 2, 1-adamantyl) were measured by Fourier transform ion cyclotron resonance. The experimental values were treated in two ways, first by comparing these values with the AM1-calculated proton affinities. Since the correlation was reasonably good [PA (calc.)=− 11· 3+ 1· 063PA (exp.), n= 8, r= 0· 984], a set of 17 further 4 ...