Abstract

AbstractSixteen new bisurea compounds incorporating versatile proteinogenic amino acids as well as nipecotic acid have been synthesizedviaaddition reaction to aryl diisocyanates. The products were analytically characterized and their ability for anion recognition was studied by UV/Vis spectroscopy. In the presence of fluoride, acetate or dihydrogenphosphate ions, hyperchromic and bathochromic peak shifts were determined. By way of contrast, bromide, iodide, or hydrogensulfate ions cause no significant change of absorbance. The special effect of heterocyclic derivatives was explained by molecular modeling calculations. In addition, the crystal structure of the byproduct dimethylN,N′-(1,4-phenylene)dicarbamate is discussed.

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