Estimation of descriptors for hydrogen-bonding compounds from chromatographic and liquid-liquid partition measurements

摘要

Highlights?Descriptors for 94 hydrogen-bonding compounds.?Discussion of the relationship between structure and hydrogen-bonding properties.?Compounds are suitable as calibration compounds for characterizing separation systems.?Compounds can be merged into a larger database of compounds and their descriptors.AbstractRetention factors obtained by gas chromatography and reversed-phase liquid chromatography on varied columns and partition constants in different liquid-liquid partition systems are used to estimate WSU descriptor values for 36 anilines and N-heterocyclic compounds, 13 amides and related compounds, and 45 phenols and alcohols. These compounds are suitable for use as calibration compounds to characterize separation systems covering the descriptor space E=0.2–3, S=0.4–2.1, A=0–1.5, B=0.1–1.5, L=2.5–10.0 and V=0.5–2.2. Hydrogen-bonding properties are discussed in terms of structure, the