THEORETICAL AND EXPERIMENTAL STUDY ON THE REGIOSELECTIVITY OF ACRYLONITRILE AND METHYLMETHACRYLATE 1,3-DIPOLAR CYCLOADDITION TO SOME NITRILIMINES

被引：10

作者：

Moeinpour, F. ^{[1
]}

Bakavoli, M. ^{[2
]}

Davoodnia, A. ^{[2
]}

Morsali, A. ^{[2
]}

机构：

[1] Islamic Azad Univ, Bandar Abbas Branch, Dept Chem, Bandar Abbas, Iran

[2] Islamic Azad Univ, Mashhad Branch, Dept Chem, Mashhad, Iran

来源：

JOURNAL OF THEORETICAL & COMPUTATIONAL CHEMISTRY | 2012年 / 11卷 / 01期

关键词：

Regioselectivity; 1,3-dipolar cycloaddition; nitrilimine; DFT-based reactivity indexes; B3LYP calculations; QUANTITATIVE CHARACTERIZATION; ELECTROPHILICITY; DERIVATIVES; REACTIVITY; CHARGES;

D O I：

10.1142/S021963361250006X

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

1,3-dipolar cycloaddition between acrylonitrile and methylmethacrylate with two N-(4-bromophenyl)-C-(4-substituted) nitrilimines which were generated in situ afforded the new pyrazoles. The regioselectivity and reactivity of these reactions has been investigated on the basis of density functional theory (DFT)-based reactivity indexes and activation energy calculations. The theoretical C-13 NMR chemical shifts of the cycloadducts which were obtained by GIAO method were comparable with the observed values.

引用

页码：99 / 109

页数：11

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