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Proton magnetic resonance spectra of some aromatic nitriles and their Meisenheimer complexes

J. Lasovský, J. Mollin, and V. Šimánek

Department of Inorganic and Physical Chemistry, Faculty of Natural Sciences, Palacký University, 771 46 Olomouc


Abstract: The π-electron ds. of carbon atoms of seven arom. nitriles were calcd. on a simple Hueckel level and the results were correlated with the proton chem. shifts measured in deuterated chloroform and Me2SO. In both cases the correlations were statistically significant on the 0.1% probability level. Nitro derivs. of benzonitrile give colored solns. in Me2SO in the presence of basic agents (RS-, RO-, etc. The structure of Meisenheimer complexes was ascribed to the colored products of o- and p-nitrobenzonitrile.

Full paper in Portable Document Format: 292a219.pdf


Chemical Papers 29 (2) 219–223 (1975)

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