Synthesis and characterization of chiral benzylic ether-bridged periodic mesoporous organosilicas

Synthesis and characterization of chiral benzylic ether-bridged periodic mesoporous organosilicas
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DOI:
10.1002/chem.200800239
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发表时间:
2008-01-01
影响因子:
4.3
通讯作者:
Froeba, Michael
Froeba, Michael
中科院分区:
化学2区
文献类型:
--
作者:
Morell, Juergen;Chatterjee, Sangam;Froeba, Michael

文献摘要

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首次合成了带有苯甲基醚桥连基团的手性周期性介孔有机二氧化硅(PMO)。以非离子低聚表面活性剂Brij 76作为超分子结构导向剂,在酸性条件下,将新设计的手性有机硅前驱体1,4-双(三乙氧基甲硅烷基)-2-(1-甲氧基乙基)苯(BTEMEB)水解缩合,得到具有高比表面积的有序介孔手性苯甲基醚桥杂化材料。以 1,4-二溴苯为起始化合物,通过四步反应合成了手性 PMO 前体。光学活性测量提供了有机二氧化硅前体以及 PMO 材料内部存在手性单元的证据。
The first synthesis of a chiral periodic mesoporous organosilica (PMO) carrying benzylic ether bridging groups is reported. By hydrolysis and condensation of the new designed chiral organosilica precursor 1,4-bis(triethoxysilyi)-2-(1-methoxyethyl)benzene (BTEMEB) in the presence of the non-ionic oligomeric surfactant Brij 76 as supramolecular structure-directing agent under acidic conditions, an ordered mesoporous chiral benzylic ether-bridged hybrid material with a high specific surface area was obtained. The chiral PMO precursor was synthesized in a four-step reaction from 1,4-dibromobenzene as the starting compound. The evidence for the presence of the chiral units in the organosilica precursor as well as inside the PMO material is provided by optical activity measurements.