中文题名: | 手性大环的合成及性质研究 |
姓名: | |
保密级别: | 公开 |
论文语种: | chi |
学科代码: | 070301 |
学科专业: | |
学生类型: | 学士 |
学位: | 理学学士 |
学位年度: | 2023 |
校区: | |
学院: | |
研究方向: | 有机化学 |
第一导师姓名: | |
第一导师单位: | |
提交日期: | 2023-06-05 |
答辩日期: | 2023-05-17 |
外文题名: | Synthesis and Properties of the Chiral Macrocycle |
中文关键词: | 手性 ; 环对苯撑 ; 碳纳米环 ; Diels-Alder反应 |
外文关键词: | Chirality ; Cycloparaphenylenes ; Carbon macrocycles ; Diels-Alder reaction |
中文摘要: |
碳纳米管(CNTs)具有优异的性能,被广泛应用于材料、生物、催化和电子等多个领域。由多个苯环对位连接而成的环对苯撑(Cycloparaphenylenes, CPPs)被认为是扶手椅型碳纳米管(CNTs)最简单的基元,开发手性CPP大环能为自下而上合成手性碳纳米管提供可能,因此备受科学家的关注。目前,构建手性大环主要有两种方式,一是引入非手性基元,利用空间位阻限制破坏大环本身高度对称性,形成固有手性;二是直接引入手性基元。已报道的大部分手性大环均是在CPP环进行芳构化之前就引入了构建基元。在本课题中,我们设计了一种新型手性CPP大环,选取了经典的甲氧基修饰的环己二烯单元作为前体,将氧化噻吩结构引入CPP骨架中,通过Diels-Alder后修饰反应,引入手性基元,从而制备具有R*基取代的邻苯二甲酰亚胺结构的大环,为合成多样手性基团的大环化合物提供便利,也为后续研究提供备选材料和新思路。 |
外文摘要: |
Carbon nanotubes (CNTs) having excellent properties are widely used in many fields, such as materials, biology, catalysis and electronics. Cycloparaphenylenes (CPPs) formed by para-position connection of several benzene rings are considered as the simplest structural units of armchair carbon nanotubes. The development of chiral CPP macrocycles can provide the possibility for the bottom-up synthesis of chiral carbon nanotubes, attracting the attention of scientists. At present, there are two main ways to construct chiral macrocycles: one is to introduce achiral units, destroying the high symmetry of macrocycles by steric hindrance to construct inherent chirality; the other is to introduce chiral units directly. For many reported chiral macrocycles, building units are introduced before the aromatization reaction of CPP macrocycles. Herein, we design a new chiral macrocycle based on CPPs structures. We select the classical methoxy-modified cyclohexadiene units as precursors, introducing the thiophene 1,1-dioxide into the CPP skeleton. Then we try to introduce chiral units through Diels-Alder post-modification reaction, in order to synthesizing the macrocycle with N-R* phthalimide backbone. The research can facilitate the synthesis of macrocycles with various chiral groups and provide alternative materials and new ideas for the following research. |
参考文献总数: | 39 |
插图总数: | 25 |
插表总数: | 0 |
馆藏号: | 本070301/23112 |
开放日期: | 2024-06-04 |