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A Novel Strategy of Absolute Asymmetric Synthesis via Spin Coating

旋涂绝对不对称合成的新策略

基本信息

批准号：
17350044
负责人：
AIDA Takuzo
金额：
$ 9.41万
依托单位：
The University of Tokyo
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (B)
财政年份：
2005
资助国家：
日本
起止时间：
2005 至 2006
项目状态：
已结题

来源：
https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-17350044/
关键词：
Chirality Absolute Asymmetric Synthesis Porphyrin Dendrimer Spin-coat Optical Activity Supramolecular Chemistry

项目摘要

'Absolute asymmetric synthesis', which produces asymmetric compounds without using a chiral catalyst, has attracted much interest in various research fields, in the purpose of establishment of an effective methodology for synthesis of the asymmetric compounds as well as investigation of an origin of chiral symmetry breaking in nature. A successful example so far reported in the absolute asymmetric synthesis has been developed by utilization of the chiral crystals, where certain achiral compounds form a one-handed helical alignment in the crystal packing. However, this strategy has been only allowed to utilize for special substrates. On the other hands, asymmetric photoreactions using circularly polarized lights have been also believed as an effective methodology of the absolute asymmetric synthesis. However, in this procedure, we have to make a specially designed polarized light generator, and further, the chiral symmetry breaking occurs usually in low yield. With this background, we have studied a possible absolute asymmetric synthesis using physical chiral stimuli such as spin-coating and stirring of the solution. Mechanical control of the molecular chirality is a big challenge of synthetic chemistry, which allows selective synthesis of one of the enantiomers by rotating direction (clockwise or counterclockwise) of the disk or stirring bar. To date, no related achievements have been reported for this subject, we have expected universal utilization of our research achievements in the chiral sciences. In the present study, we have succeeded in finding some interesting molecular events, which highly advances the modern chiral sciences.

“绝对不对称合成”是指在不使用手性催化剂的情况下合成不对称化合物，它已经引起了各个研究领域的极大兴趣，目的是建立一种合成不对称化合物的有效方法，以及研究自然界手性对称性断裂的起源。利用手性晶体开发了绝对不对称合成的成功例子，其中某些非手性化合物在晶体填料中形成单手螺旋排列。然而，这种策略只允许用于特殊基板。另一方面，利用圆偏振光的不对称光反应也被认为是绝对不对称合成的有效方法。然而，在此过程中，我们必须制作专门设计的偏振光发生器，并且手性对称性破缺通常发生在低产率下。在此背景下，我们研究了一种可能的绝对不对称合成，使用物理手性刺激，如旋转涂层和搅拌溶液。分子手性的机械控制是合成化学的一大挑战，它允许通过旋转圆盘或搅拌棒的方向（顺时针或逆时针）选择性地合成一种对映体。到目前为止，还没有相关的研究成果报道，我们希望我们的研究成果在手性科学中得到广泛的应用。在目前的研究中，我们成功地发现了一些有趣的分子事件，这极大地推动了现代手性科学的发展。

项目成果

期刊论文数量（0）

专著数量（0）

科研奖励数量（0）

会议论文数量（0）

专利数量（0）

"Hermaphroditic Chirality" of a D2-Symmetric Saddle-Shaped Porphyrin in Multicomponent Spontaneous Optical Resolution : Inclusion Cocrvstals with Double-Helical Pornhvrin Arrays

多组分自发光学分辨率中 D2 对称鞍形卟啉的“雌雄同体手性”：双螺旋 Pornhvrin 阵列的包含共晶体

DOI：
发表时间：
2006
期刊：
Angew.Chem., Int.Ed. 45
影响因子：
0
作者：
Yukitami Mizuno;Md.Akhtarul Alam;Akihiko Tsuda;Kazushi Kinbara;Kentaro Yamaguchi;Takuzo Aida
通讯作者：
Takuzo Aida

Mechanical twisting of a guest by a photoresponsive host