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手性恶唑硼烷配合物固载 SBA-15 的制备与表征及其在手性酮的不对称还原中的应用。

Preparation and characterization of chiral oxazaborolidine complex immobilized SBA-15 and its application in the asymmetric reduction of prochiral ketones.

机构信息

International Center for Materials Nanoarchitectonics, World Premier International (WPI) Research Initiative, National Institute for Materials Science, Tsukuba, Ibaraki 305-0044, Japan.

出版信息

Chem Asian J. 2010 Apr 1;5(4):897-903. doi: 10.1002/asia.200900412.

DOI:10.1002/asia.200900412
PMID:20082405
Abstract

The immobilization of chiral oxazaborolidine complex in the well-ordered mesochannels of SBA-15 is demonstrated by a postsynthetic approach using 3-aminopropyltriethoxysilane as a reactive surface modifier. The immobilized catalysts are characterized by various techniques, such as XRD, nitrogen adsorption, HRSEM, UV/Vis diffuse reflectance spectroscopy, and FTIR spectroscopy. The catalysts are used for the enantioselective reduction of aromatic prochiral ketones. The activity of the chiral oxazaborolidine complex immobilized SBA-15 catalysts is also compared with that of the pure chiral oxazaborolidine complex, which is a homogeneous catalyst. It is found that the activity of the chiral complex immobilized SBA-15 heterogeneous catalyst is comparable with that of the homogeneous catalyst.

摘要

通过使用 3-氨丙基三乙氧基硅烷作为反应性表面改性剂的后合成方法,将手性恶唑硼烷配合物固定在 SBA-15 的有序介孔中。通过各种技术,如 XRD、氮气吸附、高分辨率扫描电子显微镜、UV/Vis 漫反射光谱和傅里叶变换红外光谱对固定化催化剂进行了表征。这些催化剂用于芳香族潜手性酮的对映选择性还原。还比较了固定在手性 SBA-15 上的恶唑硼烷配合物催化剂与均相催化剂(纯手性恶唑硼烷配合物)的活性。结果发现,固定在手性 SBA-15 上的手性配合物的异相催化剂的活性与均相催化剂相当。

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