Józef Kaczmarek

University of Gdańsk

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Jerzy Ciarkowski

University of Gdańsk

Zbigniew Grzonka

University of Gdańsk

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University of Gdańsk

Universidad de Oviedo

University of Manchester

University of Ottawa

University of Konstanz

Gdańsk University of Technology

GTx (United States)

University of Wrocław

University of Siena

Icahn School of Medicine at Mount Sinai

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A correlation of substituent effects with proton chemical shifts in aromatic tetrazolic acids

Organic Magnetic Resonance (1979)

Jerzy Ciarkowski Józef Kaczmarek Zbigniew Grzonka

Abstract The effect of substituents on the proton chemical shifts and spin–spin coupling constants in ortho ‐, meta ‐ and para ‐substituted 5‐phenyltetrazoles (tetrazolic acids) in DMSO–CH 3 CN (1:1, v/v) was studied. With the meta ‐ and para ‐ substituted compounds the additivity rule of chemical shifts was obeyed, thereby enabling increments characterizing the effects of individual substituents in monosubstituted benzenes to be determined. By employing the Smith and Proulx equation, the chemical shifts of the aromatic protons were correlated with the F , R and Q substituent constants. The values of these constants are 1.02, −0.004 and 5.49, respectively, for the tetrazolyl substituent.

Chemical shift

Additive function

Coupling constant

Hammett equation

10.1002/mrc.1270121107

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