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Related Concept Videos

Aromatic Hydrocarbon Anions: Structural Overview01:18

Aromatic Hydrocarbon Anions: Structural Overview

3.3K
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...
3.3K
Aromatic Hydrocarbon Cations: Structural Overview01:18

Aromatic Hydrocarbon Cations: Structural Overview

3.4K
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...
3.4K
Five-Membered Heterocyclic Aromatic Compounds: Overview01:13

Five-Membered Heterocyclic Aromatic Compounds: Overview

4.8K
Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom,...
4.8K
Criteria for Aromaticity and the Hückel 4n + 2 Rule01:20

Criteria for Aromaticity and the Hückel 4n + 2 Rule

12.1K
Like benzene, cyclobutadiene and cyclooctatetraene are cyclic compounds with alternate single and double bonds. However, their chemical behavior differs from benzene, as they are unstable and not aromatic. So, what are the structural characteristics of unsaturated compounds categorized as aromatic?  
For the first time, Eric Hückel, a German chemical physicist, derived a set of structural features for a compound to be classified as aromatic. This is now known as Hückel’s rule or the 4n +...
12.1K
π Electron Effects on Chemical Shift: Aromatic and Antiaromatic Compounds01:14

π Electron Effects on Chemical Shift: Aromatic and Antiaromatic Compounds

1.5K
In aromatic compounds, such as benzene, the circulation of (4n + 2) π-electrons sets up a diamagnetic or diatropic ring current around the perimeter of the molecule. This current induces a magnetic field that opposes the external field inside the ring and reinforces it on the outside. The protons in benzene are deshielded and exhibit high chemical shifts in the range 6.5–8.5 ppm. The shielding effect at the center of the ring is evident in complex aromatic molecules, such as...
1.5K
Frost Circles for Different Conjugated Systems01:18

Frost Circles for Different Conjugated Systems

3.3K
The inscribed polygon method is consistent with Hückel’s 4n + 2 rule and helps to learn whether the given cyclic compound is aromatic or not. The compound is stable and aromatic if every bonding molecular orbital (MO) is completely filled with a pair of electrons. However, if the non-bonding or antibonding orbitals are filled with electrons, the compound is unstable and not aromatic. Consider the Frost circle diagrams for cycloalkenes containing 4 to 8 carbons.
3.3K

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Ultrahigh Density Array of Vertically Aligned Small-molecular Organic Nanowires on Arbitrary Substrates
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Fused Aromatic Network with Exceptionally High Carrier Mobility.

Javeed Mahmood1, Eun Kwang Lee1, Hyuk-Jun Noh1

  • 1School of Energy and Chemical Engineering, Center for Dimension-Controllable Organic Frameworks, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST, Ulsan, 44919, South Korea.

Advanced Materials (Deerfield Beach, Fla.)
|January 20, 2021
PubMed
Summary

Researchers developed a new 2D fused aromatic network (FAN) material, C5N, for advanced electronics. This organic material exhibits high electron and hole mobilities, paving the way for next-generation optoelectronic devices.

Keywords:
C5Ncarrier mobilitycovalent organic frameworksfield-effect transistorsfused aromatic network

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Area of Science:

  • Materials Science
  • Organic Electronics
  • Nanotechnology

Background:

  • 2D organic layered materials are of significant research interest due to their unique electronic properties.
  • There is a need for novel organic materials with enhanced electrical transport characteristics for electronic applications.

Purpose of the Study:

  • To design and synthesize a new 2D fused aromatic network (FAN) material with C5N stoichiometry.
  • To investigate the electrical transport properties of the synthesized C5N material for potential use in thin-film devices.

Main Methods:

  • Synthesis of a 2D fused aromatic network (FAN) with C5N stoichiometry.
  • Fabrication of field-effect transistors using C5N thin flakes as the active layer.
  • Characterization of electrical properties, including charge carrier mobility, using a bottom-gate top-contact configuration.

Main Results:

  • The C5N thin flakes exhibited ambipolar charge transport.
  • Extraordinarily high electron mobility (996 cm^2 V^-1 s^-1) and hole mobility (501 cm^2 V^-1 s^-1) were achieved.
  • The performance surpassed most pristine organic materials without doping.

Conclusions:

  • The synthesized C5N material demonstrates exceptional charge transport properties.
  • These findings highlight the potential of C5N for applications in high-performance thin-film optoelectronic devices.