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Linear Solvation Energy Relationships in Reversed‐Phase Liquid Chromatography. Examination of Deltabond C 8 as Stationary Phase for Measuring Lipophilicity Parameters

1993; Wiley; Volume: 12; Issue: 3 Linguagem: Inglês

10.1002/qsar.19930120308

1521-3838

Cosimo Altomare, Saverio Cellamare, Angelo Carotti, M Ferappi,

Chromatography in Natural Products

Abstract The lipophilicity of a large set of solutes was measured by reversed‐phase high‐performance liquid chromatography, using a novel stationary phase, namely Deltabond C 8 (DB), proposed to eliminate secondary adsorptive interactions. DB lipophilicity parameters have been found fairly well correlated with 1‐octanol‐water partition coefficients and a Linear Solvation Energy Relationship study has revealed that cavity term (modeled by intrinsic molar volume, V I ) and hydrogen‐bond acceptor capacity (modeled by the solvatochromic parameter β) of solutes are the most important factors affecting retention on Deltabond C 8 . Compared with other reversed phases, DB allowed to determine retention data with a significant time saving and yielded lipophilicity parameters less affected by interactions with silanols.