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Prochirality02:05

Prochirality

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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...
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Racemic Mixtures and the Resolution of Enantiomers02:30

Racemic Mixtures and the Resolution of Enantiomers

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A racemic mixture, or racemate, is an equimolar mixture of enantiomers of a molecule that can be separated using their unique interaction with chiral molecules or media. Racemic mixtures are denoted by the (±)- prefix. This ‘optical rotation descriptor’ applies to the whole solution of a racemic mixture rather than a specific stereoisomer. Enantiomers typically have the same physical and chemical properties. Hence, they are not easily separable. However, enantiomers can exhibit...
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Stereoisomerism of Cyclic Compounds02:33

Stereoisomerism of Cyclic Compounds

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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,...
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Fischer Projections02:18

Fischer Projections

12.8K
Learning to draw Fischer projections of molecules and understanding their relevance plays a crucial role in the visual depiction of organic molecules. A Fischer projection is a two-dimensional projection on a planar surface to simplify the three-dimensional wedge–dash representation of molecules. This is especially helpful in the case of molecules with multiple chiral centers that can be difficult to draw. Here, all the bonds of interest are represented as horizontal or vertical lines.
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Molecules with Multiple Chiral Centers02:25

Molecules with Multiple Chiral Centers

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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...
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Stereoisomerism02:52

Stereoisomerism

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Isomerism in Complexes
Isomers are different chemical species that have the same chemical formula.
Transition metal complexes often exist as geometric isomers, in which the same atoms are connected through the same types of bonds but with differences in their orientation in space. Coordination complexes with two different ligands in the cis and trans positions from a ligand of interest form isomers. For example, the octahedral [Co(NH3)4Cl2]+ ion has two isomers (Figure 1) In the cis...
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関連する実験動画

Updated: May 16, 2025

Microfluidic-based Synthesis of Covalent Organic Frameworks COFs: A Tool for Continuous Production of COF Fibers and Direct Printing on a Surface
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ホモキラル対ラセミック 2D 協和有機フレームワーク

José Del Refugio Monroy1,2, Tejas Deshpande3, Joël Schlecht2

  • 1Department of Chemistry & Center for the Science of Materials Berlin, Humboldt-Universität zu Berlin, Brook-Taylor-Strasse 2, Berlin 12489, Germany.

Journal of the American Chemical Society
|May 15, 2025
PubMed
まとめ

研究者は,ヘリセンの構成要素を用いて,キラル型二次元共性有機フレームワーク ([5]HeliCOFs) を作成した. この新しいフレームワークは 独特のキロプティックと光発光特性を持ち キラル材料科学を進めている.

さらに関連する動画

Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
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関連する実験動画

Last Updated: May 16, 2025

Microfluidic-based Synthesis of Covalent Organic Frameworks COFs: A Tool for Continuous Production of COF Fibers and Direct Printing on a Surface
08:42

Microfluidic-based Synthesis of Covalent Organic Frameworks COFs: A Tool for Continuous Production of COF Fibers and Direct Printing on a Surface

Published on: July 10, 2017

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Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
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Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs

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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
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Published on: February 7, 2019

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科学分野:

  • 材料科学
  • 有機化学
  • 超分子化学

背景:

  • ホモキラル2D共性有機フレームワーク (COF) の合成は,キラルユニットとのスタッキングの問題のために困難です.
  • フレームの組立と性質を制御する有望な経路を提供する.

研究 の 目的:

  • 2D COF にヘリセンのリンク器 [5] を使用してヘリセンのキラリティを導入する.
  • 形成された [5]HeliCOFの構造,光学,光発光特性について調査する.

主な方法:

  • 構成的に安定したエナティオプアとラセミク [5]ヘリケンを構成要素として使用した.
  • 1,3,5-トリフォーミルベンゼン (TFB) または1,3,5-トリフォーミルフローログルシノール (TFP) を使った凝縮反応.
  • 合成された [5]HeliCOFは粉末と均質な薄膜として特徴付けられています.

主要な成果:

  • 効率的に形成されたホモキラルおよびラセミック2D [5]HeliCOFは,独特の構造特性を有する.
  • 遠赤色の可視スペクトルにおける高度なカイロプティック特性を観察した.
  • オーダーされたπ結合格子からのヘリコフ薄膜の光発光特性 [5]

結論:

  • 2D COFにヘリカルキラリティを統合し, [5]HeliCOFを作成しました.
  • 螺旋のキラリティがフレーム構造と光学的性質に影響することを示した.
  • Liebisch-Wallach規則を2D COFに拡張し,キラルフレームワーク形成の洞察を提供した.