Thermal Transformations of Allyl Phenyl Sulfide: A Quantum-Chemical Study

被引：0

作者：

Mityagin, D. N. ^{[1
]}

Gabbasova, I. M. ^{[2
]}

Anisimov, A. V. ^{[3
]}

Kantor, E. A. ^{[1
]}

机构：

[1] Ufa State Petr Tech Univ, Ufa, Russia

[2] Bashkir State Med Univ, Ufa, Russia

[3] Moscow MV Lomonosov State Univ, Dept Chem, Moscow, Russia

来源：

MOSCOW UNIVERSITY CHEMISTRY BULLETIN | 2019年 / 74卷 / 05期

关键词：

Claisen thermal rearrangement; allyl phenyl sulfide; quantum chemical calculations; transition state; reaction route; thermal transformations; CLAISEN REARRANGEMENT; MECHANISM;

D O I：

10.3103/S0027131419050092

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The transformation routes of allyl phenyl sulfide are calculated within the density functional theory (B3PW91/6-31G** quantum chemical approximation). We found that the chair conformation is a transition state of the first stage (the conversion of allyl phenyl sulfide into 6-(prop-2-en-1-yl)cyclohex-2,4-dien-1-thione). The second stage involves the interaction between thione and either allyl phenyl sulfide and allyl thiophenol molecule or with a second thione molecule. The cyclization of allyl thiophenol implies the formation of methyl thiocumaran. The thermal isomerization of allyl phenyl sulfide to propenyl phenyl sulfide is improbable.

引用

页码：241 / 245

页数：5

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