Basicity of isomeric ditetrazolylbenzenes and their N-tert-butyl derivatives

作者: V. Yu. Zubarev , I. V. Tselinskii , V. A. Ostrovskii , E. A. Popova , A. V. Ivanova

DOI: 10.1134/S1070428007040173

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摘要: The basicity constants \((pK_{BH^ + } ,pK_{BH^{2 )\) of 1,2-, 1,3-, and 1,4-bis(tetrazol-5-yl)benzenes their N-tert-butyl derivatives in aqueous sulfuric acid the dissociation (pKHB) corresponding H-complexes with p-fluorophenol carbon tetrachloride were determined by UV IR spectroscopy. Mono-and diprotonation isomeric ditetrazolylbenzenes is observed acidity range (H0) from −1 to −5 (\(pK_{BH^ \) −2.5 −3.0; \(pK_{BH^{2 −3.8 −4.9). Introduction a tert-butyl group into 2-position heteroring almost does not affect ditetrazolyl benzenes. Among examined compounds, 1,2-bis(2-tert-butyltetrazol-5-yl)benzene strongest proton acceptor respect as standard donor, presumably due formation complex bifurcated (three-center) hydrogen bond.

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