A theoretical study of the thermal Curtius rearrangement of some cinnamoyl azides using the DFT approach

被引：1

作者：

Abu-Eittah, Rafie H. ^{[1
]}

Hassan, Walid M. I. ^{[1
]}

Zordok, W. ^{[2
]}

机构：

[1] Cairo Univ, Dept Chem, Fac Sci, Giza, Egypt

[2] Zagazig Univ, Dept Chem, Fac Sci, Zagazig, Egypt

来源：

JOURNAL OF STRUCTURAL CHEMISTRY | 2015年 / 56卷 / 04期

关键词：

Curtius rearrangement; cinnamoyl azides; DFT treatment; one stage mechanism; ACYL AZIDES; DENSITY; SPECTRA;

D O I：

10.1134/S0022476615040046

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The thermal Curtius rearrangement of cinnamoyl azide, 1-azido-3-phenylprop-2-ene-1-one, and the reactions of some of its derivatives is studied theoretically using the DFT-B3LYP/6-31G(d,p) approach. The potential energy surface profiles of the rearrangement are calculated. The transition state was located and confirmed. The Curtius rearrangement of the studied compounds is a one-stage, discrete reaction. A weak effect of substitution on the reaction rate is due to the unique, localized pi system of the studied molecules; strong opposing dipoles span the whole molecule.

引用

页码：628 / 641

页数：14

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