Isolation and Characterization of Well-Defined Silica-Supported Azametallacyclopentane: A Key Intermediate in Catalytic Hydroaminoalkylation Reactions

被引：24

作者：

Hamzaoui, Bilel ^{[1
]}

Pelletier, Jeremie D. A. ^{[1
]}

El Eter, Mohamad ^{[1
]}

Chen, Yin ^{[1
]}

Abou-Hamad, Edy ^{[1
]}

Basset, Jean-Marie ^{[1
]}

机构：

[1] King Abdullah Univ Sci & Technol, KAUST Catalysis Ctr, Phys Sci & Engn, Thuwal 239556900, Saudi Arabia

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2015年 / 357卷 / 14-15期

关键词：

azametallacyclopentenes; catalytic reaction; hydroaminoalkylation; intermediates; well defined species; AMINO-ACID ESTERS; C-H ACTIVATION; ZIRCONOCENE ETA-2-IMINE COMPLEXES; DYNAMIC KINETIC RESOLUTION; INTERMOLECULAR HYDROAMINOALKYLATION; ALPHA-ALKYLATION; UNACTIVATED OLEFINS; TITANIUM COMPLEXES; ORGANIC-SYNTHESIS; SUBSTRATE SCOPE;

D O I：

10.1002/adsc.201500484

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Intermolecular catalytic hydroaminoalkylation of unactivated alkene occurs with silica-supported azazirconacyclopropane [ Si-O-Zr(HNMe2)(eta(2)-NMeCH2)(NMe2)]. Mechanistic studies were conducted using surface organometallic chemistry (SOMC) concepts to identify the key surface intermediates. The azametallacyclopentene intermediate { Si-O-Zr(HNMe2)[eta(2)-NMeCH2CH(Me)CH2](NMe2)} was isolated after treating with 1-propylene and characterized by FTIR spectroscopy, elemental analysis, H-1 C-13 HETCOR, DARR SS-NMR and DQ TQ SS-NMR. The regeneration of the catalyst was conducted by dimethylamine protonolysis to yield the pure amine.

引用

页码：3148 / 3154

页数：7

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