Preparation of Bifunctional Mesoporous Silica Nanoparticles by Orthogonal Click Reactions and Their Application in Cooperative Catalysis
Preparation of Bifunctional Mesoporous Silica Nanoparticles by Orthogonal Click Reactions and Their Application in Cooperative Catalysis
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DOI：
10.1002/chem.201200499
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发表时间：
2012-12-01
影响因子：
4.3
通讯作者：
Studer, Armido
中科院分区：
文献类型：
--
作者：
Dickschat, Arne T.;Behrends, Frederik;Studer, Armido
介绍了双功能介孔二氧化硅纳米粒子的合成。通过四乙氧基硅烷与两个正交官能化的三乙氧基烷基硅烷的共缩合，将两个化学正交的官能度引入到介孔二氧化硅中。通过正交表面化学实现后功能化。甲硫醇烯反应，铜催化的1，3-偶极炔/叠氮化物环加成，和自由基氮氧交换反应被用作正交过程，以安装在表面上的反应性不同的两个功能。讨论了用这种方法制备具有酸碱中心的介孔二氧化硅纳米粒子的方法。通过固态NMR光谱、元素分析、红外光谱和扫描电子显微镜分析颗粒。作为第一个应用，这些颗粒被成功地用作亨利反应中的协同催化剂。
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.