Basicity of 2-phenyl-5-R-1,3,4-oxadiazoles |
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Authors: | R E Trifonov V A Ostrovskii |
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Institution: | (1) St. Petersburg State Technical University, St. Petersburg, 190013, Russia |
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Abstract: | We have studied the basicity of 2-phenyl-5-R-1,3,4-oxadiazoles (R = H, Me, CH2Ph, t-Bu, CH2Cl, CCl3, CF3) in aqueous sulfuric acid solutions. These compounds are weak organic bases (pKBH
+ is −1.8 to −5.2). The values of pKBH
+ determined on the H0 and X acidity function scales agree well with each other. The substituent at the 5 position has a substantial effect on the
basicity of the 1,3,4-oxadiazole ring.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 748–756, May, 2006. |
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Keywords: | 1 3 4-oxadiazoles weak bases basicity UV spectroscopy acidity function electronic substituent constants |
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