Quantitative evaluation of the catalytic activity of dendrimers with only one active center at the core:: Application to the nitroaldol (Henry) reaction

被引：22

作者：

Zubia, A ^{[1
]}

Cossío, FP ^{[1
]}

Morao, LA ^{[1
]}

Rieumont, M ^{[1
]}

Lopez, X ^{[1
]}

机构：

[1] Euskal Herriko Unibertsitatea, Kimika Fak, E-20080 San Sebastian, Spain

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2004年 / 126卷 / 16期

关键词：

D O I：

10.1021/ja039888s

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

One reference tertiary amine and three families of structurally related trialkylamines and dendrimers have been synthesized, characterized, and studied by molecular dynamics simulations. The catalytic activity of these amines in the nitroaldol (Henry) reaction between 2-nitroethanol and benzaldehyde has been measured by FT-IR spectroscopy. It is found that, in this kind of molecule with only one catalytic center at the core, the efficiency of the catalytic process decreases with the size and/or the degree of ramification of the dendrimer. According to these results, there is a linear departure from the behavior predicted by the hard sphere collision theory (HSCT) as the size of the dendrimer increases. Therefore, the behavior of structurally related dendrimers can be quantified in terms of their molecular weight and reagent accessible surfaces.

引用

页码：5243 / 5252

页数：10

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