Investigation into the Regiochemistry of Some Pyrazoles Derived from 1,3-Dipolar Cycloaddition of Methyl Methacrylate with Some Nitrilimines: A Combined Theoretical and Experimental Study

被引：4

作者：

Bakavoli, Mehdi ^{[1
]}

Moeinpour, Farid ^{[1
]}

Davoodnia, Abolghasem ^{[1
]}

Morsali, Ali ^{[1
]}

机构：

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

来源：

CHINESE JOURNAL OF CHEMISTRY | 2011年 / 29卷 / 06期

关键词：

regioselectivity; cycloaddition; density functional calculations; QUANTITATIVE CHARACTERIZATION; ELECTROPHILICITY; REACTIVITY; REGIOSELECTIVITY; REAGENTS; CHARGES;

D O I：

10.1002/cjoc.201190218

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

1,3-Dipolar cycloaddition between methyl methacrylate as dipolarophile and some nitrilimines which were generated in situ afforded the new pyrazoles. The regiochemistry 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：1167 / 1172

页数：6

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