International Journal of Chemical Kinetics p. 919 - 924 (1995)
Update date:2022-08-11
Topics:
Koren, A. O.
Gaponik, P. N.
Ostrovskii, V. A.
Kinetics of regioselective N2 alkylation of a series of 5-(R-phenyl)tetrazoles with isopropyl alcohol has been studied in 88.2, 94.3, and 98.3percent (w/w) sulfuric acid at 25 deg.The true rate constants were evaluated, logarithms of which were found to correlate with ?0 constants of phenyl substituents as log k = -0.488?0 - 0.417.Small value of Hammett constant ρ is evidence of a considerable isolation of the reaction center from the influence of the substituent at position C5 of the heteroring.This conclusion is confirmed by results of MNDO quantum chemical calculations of a series of 5-substituted tetrazolium cations.A correlation between logarithms of the true rate constants and the calculated net effective charges on atoms N2(N3) for 5-(R-phenyl)tetrazolium cations has been revealed.
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