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A correlation of substituent effects with proton chemical shifts in aromatic tetrazolic acids
Author(s) -
Ciarkowski Jerzy,
Kaczmarek Józef,
Grzonka Zbigniew
Publication year - 1979
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270121107
Subject(s) - substituent , chemical shift , chemistry , proton , additive function , coupling constant , hammett equation , computational chemistry , medicinal chemistry , reaction rate constant , kinetics , physics , mathematics , mathematical analysis , particle physics , quantum mechanics
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.