[3+2] CYCLOADDITION OF N-TERT-BUTYL,α-(4-TRIFLUOROMETHYL)-PHENYLNITRONE WITH METHACROLEIN: THEORETICAL INVESTIGATION

被引：0
|
作者：
Kouchkar, Khaoula [1 ]
Boumedjane, Youcef [1 ]
Hachani, Salah Eddine [2 ]
机构：
[1] Univ Biskra, LMCE Lab, Grp Computat & Pharmaceut Chem, BP 145, Biskra 07000, Algeria
[2] Univ Biskra, Lab Appl Chem LCA, Biskra 07000, Algeria
来源：
CHEMISTRY & CHEMICAL TECHNOLOGY | 2023年 / 17卷 / 03期
关键词：
3+2] cycloaddition; N-tert-butyl; alpha-(4-trifluoromethyl)-phenyl; methacrolein; DFT; regioselectivity; stereoselectivity; DENSITY-FUNCTIONAL THEORY; 1,3-DIPOLAR CYCLOADDITION; AB-INITIO; ONE-STEP; MECHANISM; MOLECULES; DFT; (Z)-C; N-DIPHENYLNITRONE; REGIOSELECTIVITY; ELECTROPHILICITY;
D O I：
10.23939/chcht17.03.518
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
In this scientific contribution, regio-and dia-stereo-selectivity of [3+2] cycloaddition (32CA) of N-tert-butyl,alpha-(4-trifluoromethyl)-phenylnitrone (1) with methacrolein (2) were investigated using DFT method at B3LYP/6-31(d) computational level in gas and dichloro-methane solvent. The molecular electrostatic potential MESP was used to show the most active centers in the examined molecules. Global and local reactivity indices as well as thermodynamic parameters have been calculated to explain the regioselectivity and stereoselectivity for the selected reaction. The possible chemoselective ortho/meta regioselectivity and stereo(endo/exo) isomeric channels were investigated. Our theoretical results give important elucidations for the possible pathways related to the studied 32CA reaction.
引用
收藏
页码：518 / 531
页数：14
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