Conceptual, qualitative, and quantitative theories of 1,3-dipolar and Diels-Alder cycloadditions used in synthesis

被引：270

作者：

Ess, Daniel H. ^{[1
]}

Jones, Gavin O. ^{[1
]}

Houk, K. N. ^{[1
]}

机构：

[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2006年 / 348卷 / 16-17期

关键词：

conceptual density functional theory; configuration mixing; Diels-Alder cycloadditions; 1,3-dipolar cycloadditions; frontier molecular orbital theory; hard and soft acid and base theory;

D O I：

10.1002/adsc.200600431

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The application and performance of conceptual and qualitative theories and quantitative quantum mechanical methods to the study of mechanism, reactivity, and selectivity of 1,3-dipolar and Diels-Alder cycloadditions are reviewed. This review emphasizes the application of conceptual density functional theory (DFT) for predicting reactivity and regioselectivity, and highly accurate quantum mechanical methods for predicting barrier heights and reaction energetics. Applications of computations to solvation effects, metal and organocatalysis, are also described.

引用

页码：2337 / 2361

页数：25

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