Phenomenon of isoparametricity in reactions of  trans -2,3-diaryloxiranes with arenesulfonic acids. Mechanistic interpretation

I. V. Shpan’ko; I. V. Sadovaya

doi:10.1134/S1070363216110037

Phenomenon of isoparametricity in reactions of trans-2,3-diaryloxiranes with arenesulfonic acids. Mechanistic interpretation

Authors: Shpan’ko I.V.¹, Sadovaya I.V.¹
Affiliations:
1. Donetsk National University
Issue: Vol 86, No 11 (2016)
Pages: 2418-2422
Section: Article
URL: https://journals.rcsi.science/1070-3632/article/view/216473
DOI: https://doi.org/10.1134/S1070363216110037
ID: 216473

Cite item

Full Text

Open Access
Restricted Access

Access granted
Restricted Access

Subscription Access

Abstract
About the authors
References
Statistics

Abstract

Nonadditive effects of substituents X and Y are manifested in reactions of symmetrically X-substituted trans-2,3-diaryloxiranes with Y-substituted arenesulfonic acids. The isoparametric point is reached experimentally: close to the point τ_X^IP = 4.73 on substituent Х the rate of the oxirane ring opening of trans-2,3-bis(3-bromo-5-nitrophenyl)oxirane (τ_X = 4.38) practically does not depend on substituent Y (ρ_Y^X = 0.10±0.05). The results of cross correlation analysis of the kinetic data are applied to interpretation of the mechanism of the studied reactions.

Keywords

trans-2,3-diaryloxiranes, arenesulfonic acids, correlation analysis, isoparametric relationship

About the authors

I. V. Shpan’ko

Donetsk National University

Author for correspondence.
Email: shpanko09@rambler.ru
Ukraine, ul. 600-letiya 21, Vinnitsa, 21021

I. V. Sadovaya