Theoretical studies of iron(III)-catalyzed intramolecular C-H amination of azides

被引：17

作者：

Li, Juan ^{[1
]}

Wu, Caihong ^{[1
]}

Zhang, Qi ^{[1
]}

Yan, Bo ^{[2
]}

机构：

[1] Jinan Univ, Dept Chem, Guangzhou 510632, Guangdong, Peoples R China

[2] Chinese Acad Sci, Guangzhou Inst Geochem, State Key Lab Organ Geochem, Guangzhou 510640, Guangdong, Peoples R China

来源：

DALTON TRANSACTIONS | 2013年 / 42卷 / 40期

基金：

中国国家自然科学基金;

关键词：

EFFECTIVE CORE POTENTIALS; MOLECULAR CALCULATIONS; POLARIZATION FUNCTIONS; ORGANIC AZIDES; ARYL AZIDES; MECHANISM; ENERGIES; BONDS; DFT; AMIDATION;

D O I：

10.1039/c3dt51954f

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Density functional theory calculations have been carried out to study the reaction mechanism of the [Fe-III(F20TPP)Cl] catalyzed C-H amination reaction. The calculations show that the classical three-step mechanism for other metals (Ru, Rh, Ir and Zn), including N-2 liberation, C-N bond formation and 1,2-hydrogen shift, does not fit the iron(III)-catalyzed system. After N2 liberation, the favorable reaction pathway for the iron(III)-catalyzed system is a 1,2-hydrogen shift preceding C-N bond formation, i.e., a H-abstraction/radical rebound mechanism.

引用

页码：14369 / 14373

页数：5

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