Abstract

Summary A semi-quantitative method is described for chromatography of fluorescent polynuclear aromatic hydrocarbons and aromatic nitrogen heterocycles on alumina-impregnated glass paper. Combining data obtained from such papers with those from alumina columns it is noted that the isomeric azobenzenes and nitrogen heterocycles are more strongly adsorbed than their hydrocarbon analogs (where CH replaces N). It is proposed that adsorption of such nitrogen compounds occurs preferentially by means of the electron pairs on the nitrogen atoms to form n-complexes. If steric hindrance to n-complexation is too great the substrate may form a π-complex or a πn-hybrid complex instead.

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