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Construction of Chiral Nano-Space and Functionallization in Organic Zeolites based on Molecular Self-Assembly.

基于分子自组装的有机沸石手性纳米空间的构建和功能化。

基本信息

批准号：
14340217
负责人：
KOBAYASHI Kenji
金额：
$ 10.43万
依托单位：
Shizuoka University
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (B)
财政年份：
2002
资助国家：
日本
起止时间：
2002 至 2004
项目状态：
已结题

项目摘要

In this project, to the purpose for the construction of chiral nano-space and functionallization in organic zeolites based on molecular self-sssembly, we studied the following four items. [1]Synthesis of hexaarylbenzenes with various hydrogen bonding groups and their porous hydrogen-bonded network : We prepared hexaarylbenzenes with various hydrogen bonding groups as well as functional groups by the Co-catalyzed cyclotrimerization of diarylacetylenes, as a scaffold of organic zeolites. Hexakis(4-carbamoylphenyl)benzene forms various types of 3-D hydrogen-bonded porous networks, depending on recrystallization conditions. [2]Synthesis of hexa(arylethynyl)benzenes with various functional groups : We prepared alternately functionallized hexa(arylethynyl)benzenes by the double Sonogashira-coupling reactions using 1,3,5-tribromo-2,4,6-triiodobenzene. [3]Synthesis of hexa(arylethynyl)benzanes with chiral groups : We prepared hexa(arylethynyl)benzenes with α-Phenethyloxy group as a chiral group at 1,3,5-positions and with 4-carboxypheny1,4-Pyridyl, or 4-cyanophenyl groups as an interactive group for a network formation at 2,4,6-positions by the reaction mentioned in item-2. We will investigate the functions of these compounds directed towards chiral organic zeolites with chiral hydrogen-bonded o r metal-coordination network. [4]Synthesis of hexaarylbenzenes with amino acids : By the condensation reactions of hexakis(4-carboxyphenyl)benzene or hexakis(4-aminophenyl)benzene, which were prepared by the reaction of item-1, with (L)-alanine Benzyl ester or N-Boc-(L)-alanine, we synthesized hexakis[4-((L)-alanine)phenyl]benzenes with C-or N-terminals, respectively. We will investigate the functions of these compounds directed towards chiral organic zeolites with chiral hydrogen-bonded network.

本项目以基于分子自组装的有机沸石手性纳米空间的构建和功能化为目的，研究了以下四项内容。[1]含多种氢键基团的六芳基苯的合成及其多孔氢键网络：我们通过二芳基乙炔的共催化环三聚反应制备了含多种氢键基团和官能团的六芳基苯，作为有机沸石的支架。六基斯（4-氨基苯基）苯根据再结晶条件的不同，形成各种类型的三维氢键多孔网络。b[2]不同官能团六（芳基乙基）苯的合成：以1,3,5-三溴-2,4,6-三碘苯为原料，通过双sonogashara偶联反应制备了交替功能化的六（芳基乙基）苯。b[3]含手性基团的六（芳乙基）苯的合成：根据第2项的反应，我们在1,3,5位上以α-苯乙基为手性基团，在2,4,6位上以4-羧基苯基1,4-吡啶基或4-氰苯基为相互作用基团，合成了六（芳乙基）苯。我们将针对具有手性氢键或金属配位网络的手性有机沸石研究这些化合物的功能。b[4]用氨基酸合成六芳基苯：由第1项反应制备的六（4-羧基苯基）苯或六（4-氨基苯基）苯与(L)-丙氨酸苄酯或N-Boc-（L)-丙氨酸缩合反应，分别合成了带有c端或n端的六[4-(L)-丙氨酸）苯基]苯。我们将针对具有手性氢键网络的手性有机沸石研究这些化合物的功能。