Basicity of isomeric ditetrazolylbenzenes and their N-tert-butyl derivatives View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2007-04

AUTHORS

E. A. Popova, A. V. Ivanova, R. E. Trifonov, E. V. Popov, V. Yu. Zubarev, I. V. Tselinskii, V. A. Ostrovskii

ABSTRACT

The basicity constants \documentclass[12pt]{minimal} \usepackage{amsmath} \usepackage{wasysym} \usepackage{amsfonts} \usepackage{amssymb} \usepackage{amsbsy} \usepackage{mathrsfs} \usepackage{upgreek} \setlength{\oddsidemargin}{-69pt} \begin{document} $$(pK_{BH^ + } ,pK_{BH^{2 + } } )$$ \end{document} of 1,2-, 1,3-, and 1,4-bis(tetrazol-5-yl)benzenes and their N-tert-butyl derivatives in aqueous sulfuric acid and the dissociation constants (pKHB) of the corresponding H-complexes with p-fluorophenol in carbon tetrachloride were determined by UV and IR spectroscopy. Mono-and diprotonation of isomeric ditetrazolylbenzenes is observed in the acidity range (H0) from −1 to −5 (\documentclass[12pt]{minimal} \usepackage{amsmath} \usepackage{wasysym} \usepackage{amsfonts} \usepackage{amssymb} \usepackage{amsbsy} \usepackage{mathrsfs} \usepackage{upgreek} \setlength{\oddsidemargin}{-69pt} \begin{document} $$pK_{BH^ + } $$ \end{document} −2.5 to −3.0; \documentclass[12pt]{minimal} \usepackage{amsmath} \usepackage{wasysym} \usepackage{amsfonts} \usepackage{amssymb} \usepackage{amsbsy} \usepackage{mathrsfs} \usepackage{upgreek} \setlength{\oddsidemargin}{-69pt} \begin{document} $$pK_{BH^{2 + } } $$ \end{document} −3.8 to −4.9). Introduction of a tert-butyl group into the 2-position of the heteroring almost does not affect the basicity of ditetrazolyl benzenes. Among the examined compounds, 1,2-bis(2-tert-butyltetrazol-5-yl)benzene is the strongest proton acceptor with respect to p-fluorophenol as standard proton donor, presumably due to formation of a complex with bifurcated (three-center) hydrogen bond. More... »

PAGES

591-595

Identifiers

URI

http://scigraph.springernature.com/pub.10.1134/s1070428007040173

DOI

http://dx.doi.org/10.1134/s1070428007040173

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1007424888


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