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Related Concept Videos

Radical Reactivity: Steric Effects01:10

Radical Reactivity: Steric Effects

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The presence of electron-donating, electron-withdrawing, or conjugating groups adjacent to a radical center, imparts electronic stabilization to the radicals. Examples of such electronically-stabilized radicals are triphenylmethyl, tetramethylpiperidine‐N‐oxide, and 2,2‐diphenyl‐1‐picrylhydrazyl. These radicals are remarkably stable and are known as persistent radicals. Some of the persistent radicals can even be isolated and purified.
Along with electronic...
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Radical Reactivity: Overview01:11

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Radicals, the highly reactive species, gain stability by undergoing three different reactions. The first reaction involves a radical-radical coupling, in which a radical combines with another radical, forming a spin‐paired molecule. The second reaction is between a radical and a spin‐paired molecule, generating a new radical and a new spin‐paired molecule. The third reaction is radical decomposition in a unimolecular reaction, forming a new radical and a spin‐paired...
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Radical Formation: Addition00:47

Radical Formation: Addition

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Radicals can be formed by adding a radical to a spin-paired molecule. This is typically observed with unsaturated species, where the addition of a radical across the π bond leads to the production of a new radical by dissolving the π bond. For example, the addition of a Br radical to an alkene yields a carbon-centered radical.
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Radicals: Electronic Structure and Geometry01:07

Radicals: Electronic Structure and Geometry

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This lesson delves into the geometry of a radical, which is influenced by the electronic structure of the molecule. The principle is similar to that of a lone pair, where the unpaired electron influences the geometry at the radical center.
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Radical Formation: Overview01:03

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2.7K
A bond can be broken either by heterolytic bond cleavage to form ions or homolytic bond cleavage to yield radicals. A fishhook arrow is used to represent the motion of a single electron in homolytic bond cleavage. There are two main sources from which radicals can be formed:
Radicals from spin-paired molecules:
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Electron Paramagnetic Resonance (EPR) Spectroscopy: Organic Radicals01:17

Electron Paramagnetic Resonance (EPR) Spectroscopy: Organic Radicals

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Ideally, an unpaired electron shows a single peak in the EPR spectrum due to the transition between the two spin energy states. However, coupling interactions can occur between the spins of the unpaired electron and any neighboring spin-active nuclei. This hyperfine coupling results in hyperfine splitting, where the EPR signal is split into multiplets. The signals split into 2nI + 1 peaks, where n is the number of equivalent nuclei and I is the nuclear spin. These splitting patterns provide...
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Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
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Isolating Free Carbenes, their Mixed Dimers and Organic Radicals

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High-Spin Organic Diradical with Robust Stability.

Nolan M Gallagher1, Jackson J Bauer1, Maren Pink2

  • 1Department of Chemistry, University of Nebraska-Lincoln , Lincoln, Nebraska 68588-0304, United States.

Journal of the American Chemical Society
|July 20, 2016
PubMed
Summary
This summary is machine-generated.

Researchers developed stable organic diradicals with triplet ground states, overcoming typical stability limitations for emerging technologies. One diradical remained stable and could be sublimed at high temperatures without decomposition.

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Area of Science:

  • Organic chemistry
  • Materials science
  • Quantum chemistry

Background:

  • Triplet ground-state organic molecules are crucial for emerging technologies.
  • A significant challenge is their inherent limited stability, hindering practical applications.

Purpose of the Study:

  • To synthesize and characterize novel organic diradicals.
  • To investigate the stability of these diradicals, particularly those with triplet ground states.

Main Methods:

  • Synthesis of two distinct organic diradicals.
  • Characterization of their magnetic and thermal properties.
  • High-vacuum sublimation to assess thermal stability.

Main Results:

  • One synthesized organic diradical exhibits a triplet ground state with a specific exchange coupling constant (2J/kB = 234 ± 36 K).
  • This high-spin diradical demonstrated robust stability at elevated temperatures.
  • The compound was successfully sublimed under high vacuum at 140 °C without significant decomposition.

Conclusions:

  • Stable triplet ground-state organic diradicals can be achieved.
  • These findings pave the way for the development of robust organic materials for advanced technological applications.