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Prochirality02:05

Prochirality

4.8K
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...
4.8K
Molecules with Multiple Chiral Centers02:25

Molecules with Multiple Chiral Centers

14.8K
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...
14.8K
Stereoisomerism of Cyclic Compounds02:33

Stereoisomerism of Cyclic Compounds

10.9K
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,...
10.9K
Chirality02:25

Chirality

28.9K
Chirality is a term that describes the lack of mirror symmetry in an object. In other words, chiral objects cannot be superposed on their mirror images. For example, our feet are chiral, as the mirror image of the left foot, the right foot, cannot be superposed on the left foot.
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
28.9K
Radical Halogenation: Stereochemistry01:33

Radical Halogenation: Stereochemistry

4.4K
Stereochemistry is the study of the different spatial arrangements of atoms in a given molecule. The stereochemistry of radical halogenations can be understood from three different situations:
Halogenation to form a new chiral center:
4.4K
Chirality at Nitrogen, Phosphorus, and Sulfur02:30

Chirality at Nitrogen, Phosphorus, and Sulfur

6.8K
Chirality is most prevalent in carbon-based tetrahedral compounds, but this important facet of molecular symmetry extends to sp3-hybridized nitrogen, phosphorus and sulfur centers, including trivalent molecules with lone pairs. Here, the lone pair behaves as a functional group in addition to the other three substituents to form an analogous tetrahedral center that can be chiral.
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
6.8K

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Updated: Jan 10, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
09:35

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

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ダイナミック・キラル・エクスパンデッド・ヘリケーンズ

August J Rothenberger1, Inji Park1, Gavin R Kiel1

  • 1Department of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States.

Journal of the American Chemical Society
|November 22, 2025
PubMed
まとめ
この要約は機械生成です。

研究者は,キラルアミン置換剤を用いて,拡張ヘリケンのダイナミックキラリティを調査した. この新しい方法は,構造とカイロプティック応答を制御し,単一のエナンチオマーを分離する課題を克服します.

さらに関連する動画

Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex
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Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex

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Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
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Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives

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関連する実験動画

Last Updated: Jan 10, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
09:35

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

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Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex
10:52

Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex

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Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
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Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives

Published on: February 7, 2017

8.2K

科学分野:

  • 有機化学
  • ナノ材料科学
  • チラリティ研究

背景:

  • 拡張ヘリゲンは独特の螺旋状の構造を持つキラルナノゲンである.
  • 固有の柔軟性により,単一のエナンチオマーを分離することは困難です.
  • ダイナミック・キラリティはキラル・システムを制御する方法を提示します

研究 の 目的:

  • 拡張された [11]-ヘリケーンにキラルアミン置換剤を設置する.
  • 膨張したヘリケンの ダイナミック・キラリティを探るため
  • 従来のエナティオメア解像度なしで,拡張ヘリケーンでキロプティックな反応を達成するために.

主な方法:

  • 温和で効率的で可逆のイミンコンデンサスを利用した.
  • キラルアミン置換剤をディフォーミル膨張 [11]-ヘリセンの空洞に導入した.
  • 合成された化合物の カイロプティックな性質を調べた

主要な成果:

  • 強いモラー循環二極化 (最大 Δε radius = 300 M−1 cm−1) と吸収非対称性因子 ( Radiusgabs) = 0.010 を達成した.
  • 円形二重化の大きさは,キラルアミン置換物によって調整できることを示した.
  • ヘリケンのダイアステロエーマー比にカイロプティック応答を相関させた.

結論:

  • この研究は,拡張ヘリケンのダイナミックキラリティの最初の例を示しています.
  • 開発された方法は,従来のエナティオメール解像度技術よりも有意な合成改善を提供します.
  • このアプローチは,ナノゲノムのカイロプティック反応の制御と観察のための新しい道を提供します.