交织的三元连锁体具有拓性
Lihua Chen1, Zhenghong Chen1, Weihao Wang1
1School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, China.
Journal of the American Chemical Society
|October 22, 2024
概括
研究人员使用动态 imine 化学合成了一种交织的三元-. 这种新型结构表现出拓性,并且在热力学上比线性异构体更受青,为复杂的分子结构提供了新的途径.
科学领域:
- 超分子化学
- 有机合成
- 材料科学
背景情况:
- 这些分子像链中的环节一样相互锁定, 它们以拓性性而闻名.
- 之前的研究主要集中在由单环制成的链上,由于合成挑战,多环系统很罕见.
- 合成复杂的多环基的有效策略是有限的.
研究的目的:
- 开发一个单合成交织的多环化单体.
- 调查子-子形成的驱动力和热力学优势.
- 为了探索合成结构的拓性.
主要方法:
- 在二胺连接器和三化板之间进行单动态胺凝聚反应.
- 基于拓学的统计建模来预测同位素形成的概率.
- 基质高性能液体染色学 (HPLC),循环二极化 (CD) 光谱和单晶X射线衍射 (XRD) 用于结构和基质分析.
主要成果:
- 通过6倍的π-π堆叠成功合成了高产量的三元-.
- 交织的链在热力学上比其单体前体和线性同体更稳定.
- 交织结构是占主导地位的物种,由π-π堆叠效应显著增强形成的概率.
- 证实了拓性合性,XRD显示了一对反体,尽管合性单体.
结论:
- 已经建立了一种简单的单方法来合成交织的三元链.
- 这项研究证明了 π-π 堆叠在指导复杂交织架构的形成中的重要作用.
- 这些发现为创建拓上复杂和性分子结构提供了合理的设计策略.
更多相关视频
09:22Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
Published on: February 7, 2017
7.8K
09:35Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
11.4K
相关概念视频
Stereoisomerism of Cyclic Compounds
8.7K
In this lesson, we delve into the role of ring conformation and its stability, which determines the spatial arrangement and, consequently, the molecular symmetry and stereoisomerism of cyclic compounds. 1,2-Dimethylcyclohexane is used as a case study to evaluate the possible number of stereoisomers. Here, given the multiple (n = 2) chiral centers, there are 2n = 4 possible configurations that lack a plane of symmetry, as the ring skeleton exists in a non-planar chair conformation. In addition,...
8.7K
Chirality in Nature
13.0K
Chirality is the most intriguing yet essential facet of nature, governing life’s biochemical processes and precision. It can be observed from a snail shell pattern in a macroscopic world to an amino acid, the minutest building block of life. Most of the snails around the world have right-coiled shells because of the intrinsic chirality in their genes. All the amino acids present in the human body exist in an enantiomerically pure state, except for glycine - the sole achiral amino acid.
13.0K
Prochirality
3.8K
The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...
3.8K
Molecules with Multiple Chiral Centers
11.3K
Molecules that possess multiple chiral centers can afford a large number of stereoisomers. For instance, while some molecules like 2-butanol have one chiral center, defined as a tetrahedral carbon atom with four different substituents attached, several molecules like butane-2,3-diol have multiple chiral centers. A simple formula to predict the number of stereoisomers possible for a molecule with n chiral centers is 2n. However, there can be a lower number where some of the stereoisomers are...
11.3K
Aromatic Hydrocarbon Cations: Structural Overview
2.8K
Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group...
Removing one hydrogen from the intervening CH2 group...
2.8K
Naming Enantiomers
20.0K
The naming of enantiomers employs the Cahn–Ingold–Prelog rules that involve assigning priorities to different substituent groups at a chiral center. Each enantiomer, being a distinct molecule, is assigned a unique name by the Cahn–Ingold–Prelog (CIP) rules, also called the R–S system. The prefix R- or S- attached to the chiral centers in an enantiomer is dependent on the spatial arrangement of the four substituents on the chiral center. The R–S system...
20.0K
