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Stereoselective Photochemical Reaction of Cyclohexyl Phenyl Ketone within Lytropic Liquid Crystals Formed by Chiral Ionic Liquids

ISSN号：1001-604X
期刊名称：《中国化学：英文版》
时间：0
分类：O644.1[理学—物理化学;理学—化学] O621.3[理学—有机化学;理学—化学]
作者机构：[1]Key Laboratory of Colloid and Interface Chemistry, Shandong University, Ministry of Education, Jinan, Shandong 250100, China, [2]Key Laboratory of Photochemical Conversion and Optoeleetronic Materials, Technical Institute of Physics and Chemistry, The Chinese Academy of Sciences, Beijing 100190, China, [3]Patent Examination Cooperation Center of the Patent Office, SIPO, Beij'ing 100083, China
相关基金：The authors thank the National Key Basic Research Program of China，the National Natural Science Foundation of China (Nos.91027041 and 20920102033) for financial support,and Key Laboratory of Photochemical Conversion and Optoelectronic Materials,TIPC,CAS for financial support

作者： Xiujie Yang[1], Xinwei Li[1,3], Bin Chen[2], Lizhu Wu[2], Liping Zhang[2], Liqiang Zheng[1], Chenho Tung[1,2]

关键词：光化学反应, 立体选择性, 环己酮, 手性, 液晶, 苯基, 离子液, 对映体选择性, enantioselectivity, chiral ionic liquid, liquid crystal, microreactor

中文摘要：

cyclohexyl 苯基酉同类(1 ) 的照耀导致 intra- 或分子间的氢抽象作为 photoproducts， 3 在有一双 enantiomers 负担得起混合物 1-phenylhept-6-en-1-one (2 ) 和 -cyclohexyl 本甲基酒精(3 ) 。此处， chiral 的二种类型六角形的液体晶体被准备指导 enantioselective 1 的光化学的反应。六角形的液体晶体之一被一个 chiral 电感器与修正由 1-tetradecyl-3-methylimidazolium bromide/p-xylene/H2O 组成。另一个被 chiral (S)-3-hexadecyl-1-(1-hydroxy-propan-2-yl)-imidazolium bromide/p-xylene/H2O 形成。产品分析表演后者一个人能被用作 microreactor 完成 stereoselective 光化学的反应，当以前的根本生产了没有 enantioselectivity 的化合物 3 时。

英文摘要：

Irradiation of cyclohexyl phenyl ketone （1） results in either intra- or intermolecular hydrogen abstraction to af- ford compounds 1-phenylhept-6-en-l-one （2） and a-cyclohexyl benzyl alcohol （3） as photoproducts, in which 3 has a pair of enantiomers. Herein, two types of chiral hexagonal liquid crystals were prepared to direct the enantioselec- tive photochemical reaction of 1. One of the hexagonal liquid crystals is composed of 1-tetradecyl-3-methyl- imidazolium bromide/p-xylene/H2O with the modification by a chiral inductor. The other one is formed by chiral （S）-3-hexadecyl-1-（1-hydroxy-propan-2-yl）-imidazolium bromide/p-xylene/H2O. The product analysis shows that the latter one can be used as a microreactor to achieve stereoselective photochemical reaction, while the former one produced compound 3 with no enantioselectivity at all.