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Theoretical solute parameters and correlations of log P and p K a . A comment on a recent development and statistical protocol
Author(s) -
Herndon William C.
Publication year - 1993
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610061107
Subject(s) - multilinear map , chemistry , solvation , partition coefficient , thermodynamics , octanol , computational chemistry , statistical physics , molecule , organic chemistry , mathematics , pure mathematics , physics
Physical–chemical properties can be correlated and predicted using linear free energy or linear solvation energy relationships (LSER). Procedures to obtain theoretical parameters from calculated molecular structures that can be used in LSER have recently been evaluated [G R. Famini, C. A. Penski and L. Y. Wilson, J. Phys. Org. Chem. 5, 395–408 (1992)]. Among other applications, these procedures were applied to correlate octanol–water partition coefficients and p K a values for two groups of structurally diverse solutes with very good reported results. In this paper, the statistical results of those studies are re‐examined. The corrected statistical parameters do not provide tenability for the appropriateness of the methodology in these applications. However, valid multilinear relationships of the theoretical LSER parameters with the experimental properties are found which do substantiate the original conclusions of Famini et al .