Tartardiamide-functionalized chiral organosilicas with highly ordered mesoporous structure.

Tartardiamide-functionalized chiral organosilicas with highly ordered mesoporous structure.
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DOI:
10.1002/asia.200800160
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发表时间:
2008-10
期刊:
Chemistry, an Asian journal
影响因子:
--
通讯作者:
Lei Zhang;Jian Liu;Jie Yang;Qihua Yang;Can Li
Lei Zhang;Jian Liu;Jie Yang;Qihua Yang;Can Li
中科院分区:
其他
文献类型:
--
作者:
Lei Zhang;Jian Liu;Jie Yang;Qihua Yang;Can Li

文献摘要

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以嵌段共聚物P123为模板剂,采用温和的合成方法,首次合成了一种新型的手性介孔有机硅,其骨架中含有L-酒石酸二酰胺基团。该材料具有高度有序的二维六方介观结构和均匀的孔径在7.6至5.5 nm的范围内。NMR、IR和TG分析证实酒石酰胺基团成功地并入到骨架中。L-酒石酸二酰胺的固有手性赋予了其独特的光学活性和手性识别性能。通过将材料溶解到NaOH中,溶液显示偏振光旋转+8.42度至+15.53度,这取决于材料中手性部分的量。由于L-酒石酰胺的手性,在烯丙醇的环氧化反应中表现出手性诱导能力,进一步证明了材料的手性。
A novel chiral mesoporous organosilica with L-tartardiamide moieties integrated in the backbone has been synthesized for the first time by a mild synthetic approach with block copolymer P123 as a template. The materials have highly ordered 2D hexagonal mesostructure and uniform pore size in the range of 7.6 to 5.5 nm. NMR, IR, and TG analyses confirm that the tartardiamide group was successfully incorporated into the framework. The intrinsic chirality of L-tartardiamide endows the materials with unique optical activities and chiral-recognition properties. By dissolving the materials into NaOH, the solutions show rotation of polarized light by +8.42 degrees to +15.53 degrees , depending on the amount of the chiral moieties in the materials. Owing to the chirality of L-tartardiamide, the materials exhibited chiral-induction ability in the epoxidation of allyl alcohol, thus further demonstrating the chirality of the materials.