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ハイホールモビリティとヘテロコロネンベースのオーダーされた柱状ディスコティックにおける効率的なアンビポーラ・チャージ輸送

  • 0Department of Chemical Sciences , Indian Institute of Science Education and Research (IISER) Mohali , Sector-81 , Sahibzada Ajit Singh Nagar, Knowledge City , Manauli 140306 , India.
Journal of the American Chemical Society +

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2019年11月5日

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Aromatic Hydrocarbon Cations: Structural Overview 01:18

3.6K

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...

π Molecular Orbitals of 1,3-Butadiene 01:24

11.1K

Conjugated dienes have lower heats of hydrogenation than cumulated and isolated dienes, making them more stable. The enhanced stabilization of conjugated systems can be understood from their π molecular orbitals.
The simplest conjugated diene is 1,3-butadiene: a four-carbon system where each carbon is sp2-hybridized and has an unhybridized p orbital that contains an unpaired electron. According to molecular orbital theory, atomic orbitals combine to form molecular orbitals such that the number...

Aromatic Hydrocarbon Anions: Structural Overview 01:18

3.5K

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...

Thermal Electrocyclic Reactions: Stereochemistry 01:17

2.4K

The stereochemistry of electrocyclic reactions is strongly influenced by the orbital symmetry of the polyene HOMO. Under thermal conditions, the reaction proceeds via the ground-state HOMO.
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.

Conjugated...

Thermal and Photochemical Electrocyclic Reactions: Overview 01:26

2.9K

Electrocyclic reactions are reversible reactions. They involve an intramolecular cyclization or ring-opening of a conjugated polyene. Shown below are two examples of electrocyclic reactions. In the first reaction, the formation of the cyclic product is favored. In contrast, in the second reaction, ring-opening is favored due to the high ring strain associated with cyclobutene formation.

Electrocyclic reactions are highly stereospecific. For a substituted polyene, the stereochemical outcome...

Stability of Conjugated Dienes 01:28

4.1K

Introduction
A comparison of the enthalpies of hydrogenation of dienes reveals that conjugated dienes release less heat on hydrogenation, rendering them more stable than their nonconjugated analogs.

The two main factors contributing to the enhanced stability of conjugated systems are the delocalization of π electrons and the sp2 hybridization of the carbons forming the single bonds.
Planar Conformers of Conjugated Dienes
Conjugated dienes adopt two planar configurations, s-cis and s-trans,...