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関連する概念動画

Hydrogen Bonds01:04

Hydrogen Bonds

16.1K
A hydrogen bond is formed when a weakly positive hydrogen atom already bonded to one electronegative atom (for example, the oxygen in the water molecule) is attracted to another electronegative atom from another polar molecule, such as water (H2O), hydrogen fluoride (HF), or ammonia (NH3). The huge electronegativity difference between the H atom (2.1) and the atom to which it is bonded (4.0 for an F atom, 3.5 for an O atom, or 3.0 for an N atom), combined with the very small size of an H atom...
16.1K
Hydrogen Bonds00:26

Hydrogen Bonds

136.3K
Hydrogen bonds are weak attractions between atoms that have formed other chemical bonds. One of these atoms is electronegative, like oxygen, and has a partial negative charge. The other is a hydrogen atom that has bonded with another electronegative atom and has a partial positive charge.
Hydrogen Bonds Control the World!
Because hydrogen has very weak electronegativity when it binds with a strongly electronegative atom, such as oxygen or nitrogen, electrons in the bond are unequally shared....
136.3K
Aromatic Hydrocarbon Anions: Structural Overview01:18

Aromatic Hydrocarbon Anions: Structural Overview

4.3K
Neutral hydrocarbons like cyclopentadiene with an odd number of carbon atoms and one intervening CH2 group in the ring are not aromatic. Cyclopentadiene with 4 π electrons does not satisfy the 4n + 2 π electron rule. Additionally, the intervening CH2 group is sp3 hybridized and lacks a vacant p orbital, thereby interrupting the overlap of p orbitals in a continuous manner and preventing the delocalization of π electrons throughout the ring.
Due to the absence of continuous...
4.3K
Basicity of Heterocyclic Aromatic Amines01:25

Basicity of Heterocyclic Aromatic Amines

7.1K
Heterocyclic amines, where the N atom is a part of an alicyclic system, are similar in basicity to alkylamines. Interestingly, the heterocyclic amine having a nitrogen atom as part of an aromatic ring has much less basicity than its corresponding alicyclic counterpart. For this reason, as presented in Figure 1, piperidine (pKb = 2.8) is significantly more basic than pyridine (pKb = 8.8).
7.1K
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration02:34

Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration

10.0K
The rate of acid-catalyzed hydration of alkenes depends on the alkene's structure, as the presence of alkyl substituents at the double bond can significantly influence the rate.
10.0K
¹H NMR: Long-Range Coupling01:27

¹H NMR: Long-Range Coupling

2.9K
The coupling interactions of nuclei across four or more bonds are usually weak, with J values less than 1 Hz. While these are usually not observed in spectra, the presence of multiple bonds along the coupling pathway can result in observable long-range coupling.
In alkenes, spin information is communicated via σ–π overlap, as seen in allylic (four-bond) and homoallylic (five-bond) couplings. These coupling interactions are stronger when the σ bond is parallel to the alkene...
2.9K

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Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
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AMHB: (反) 芳香度調節された水素結合

Tayeb Kakeshpour1, Judy I Wu2, James E Jackson1

  • 1Department of Chemistry, Michigan State University , East Lansing, Michigan 48824, United States.

Journal of the American Chemical Society
|February 11, 2016
PubMed
まとめ
この要約は機械生成です。

この研究は,π結合ヘテロサイクルの芳香度を変化させることで,水素結合の強さを正確に制御する方法を示しています. この芳香度調節されたH結合現象は,様々な化学的および生物学的応用に影響を与えます.

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Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
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関連する実験動画

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Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes
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Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
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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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科学分野:

  • コンピュータ化学
  • 有機化学
  • 物理化学

背景:

  • 水素結合は分子相互作用において極めて重要です
  • アロマティック性は分子特性と反応性に影響する.
  • 化学の鍵となるのがπ結合系である.

研究 の 目的:

  • π結合ヘテロサイクルにおける (反) アロマ性と水素結合強さの関係を調査する.
  • π電子の極化がH結合複合体にどのように影響するか調べる.
  • (反) 芳香度調節されたH結合 (AMHB) 現象を特定する.

主な方法:

  • シリコ計算による調査です
  • H結合中のπ電子極化分析.
  • マグネティック・アロマティック性を評価するために,解剖された核独立化学シフト (NICS) を計算する.

主要な成果:

  • (反) アロマチック性の精密調整水素結合の強度の変化
  • ダイメリゼーション中のπ電子極化により,π結合回路が強化または破壊される.
  • H結合の相互作用は,芳香性の強化または反芳香性の緩和によって強化されます.
  • 抗芳香性または芳香性を破壊する相互作用は弱まります.
  • 計算されたNICS ((1) ((zz)) 値は,磁性 (反) 芳香性における変化を一貫して記録する.

結論:

  • (反) 芳香度調節されたH結合 (AMHB) 現象は,H結合調節に関する新しい視点を提供します.
  • この理解は,有機触媒,自己組み立て,および医薬品化学に影響を及ぼします.
  • 芳香度によるH結合の強さを微調整することで,新しい設計戦略が生まれます.