Preparation of Bifunctional Mesoporous Silica Nanoparticles by Orthogonal Click Reactions and Their Application in Cooperative Catalysis

被引：57

作者：

Dickschat, Arne T. ^{[2
]}

Behrends, Frederik ^{[1
]}

Buehner, Martin ^{[3
]}

Ren, Jinjun ^{[1
]}

Weiss, Mark ^{[1
]}

Eckert, Hellmut ^{[1
]}

Studer, Armido ^{[2
]}

机构：

[1] Univ Munster, Phys Chem Inst, D-48149 Munster, Germany

[2] Univ Munster, Organ Chem Inst, D-48149 Munster, Germany

[3] nanoAnalytics GmbH, D-48149 Munster, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2012年 / 18卷 / 52期

关键词：

acid-base catalysis; click chemistry; cooperative catalysis; MCM-41; mesoporous silica; NITROXIDE EXCHANGE-REACTIONS; FUNCTIONAL-GROUPS; BASIC SITES; BOND-FORMATION; NMR-SPECTRA; ACID; CHEMISTRY; CONDENSATION; AMINES; IMMOBILIZATION;

D O I：

10.1002/chem.201200499

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of bifunctional mesoporous silica nanoparticles is described. Two chemically orthogonal functionalities are incorporated into mesoporous silica by co-condensation of tetraethoxysilane with two orthogonally functionalized triethoxyalkylsilanes. Post-functionalization is achieved by orthogonal surface chemistry. A thiolene reaction, Cu-catalyzed 1,3-dipolar alkyne/azide cycloaddition, and a radical nitroxide exchange reaction are used as orthogonal processes to install two functionalities at the surface that differ in reactivity. Preparation of mesoporous silica nanoparticles bearing acidic and basic sites by this approach is discussed. Particles are analyzed by solid state NMR spectroscopy, elemental analysis, infrared-spectroscopy, and scanning electron microscopy. As a first application, these particles are successfully used as cooperative catalysts in the Henry reaction.

引用

页码：16689 / 16697

页数：9

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