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Related Concept Videos

Electron Behavior00:54

Electron Behavior

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Overview
Electrons are negatively charged subatomic particles that are attracted to an orbit around the positively-charged nucleus of an atom. They reside in locations that are associated with energy levels called shells and are further organized into sub-shells and orbitals within each shell.
Electrons Orbit the Nucleus
Electrons are found in specific locations outside of the nucleus. The shell in which an electron resides indicates the general energy level of the electron: those closer to the...
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Thermal Electrocyclic Reactions: Stereochemistry01:17

Thermal Electrocyclic Reactions: Stereochemistry

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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.
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Thermal and Photochemical Electrocyclic Reactions: Overview01:26

Thermal and Photochemical Electrocyclic Reactions: Overview

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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.
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Electrophiles02:28

Electrophiles

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This lesson explains the definition, classification, and characteristic features of an electrophile that are key features of nucleophilic substitution reactions. An analysis of their charge and orbital picture helps understand their reactivity for seeking electrons. Electrophiles can be classified into positive and neutral species. Other classes include free radicals and polar functional groups.
While a positive electrophile, like a proton, reacts due to its vacant, low-energy 1s orbital, the...
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Electron Carriers01:24

Electron Carriers

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Electron carriers can be thought of as electron shuttles. These compounds can easily accept electrons (i.e., be reduced) or lose them (i.e., be oxidized). They play an essential role in energy production because cellular respiration is contingent on the flow of electrons.
Over the many stages of cellular respiration, glucose breaks down into carbon dioxide and water. Electron carriers pick up electrons lost by glucose in these reactions, temporarily storing and releasing them into the electron...
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π Electron Effects on Chemical Shift: Overview01:27

π Electron Effects on Chemical Shift: Overview

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An applied magnetic field causes loosely bound π-electrons in organic molecules to circulate, producing a local or induced diamagnetic field over a large spatial volume. As the molecules tumble in solution, the field generated by π-electrons in spherical substituents results in a zero net field. However, the net field generated by π-electrons in non-spherical substituents is not zero. The effect of this induced field depends on the orientation of the molecule with respect to B0,...
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Electron-catalysed molecular recognition.

Yang Jiao1, Yunyan Qiu1, Long Zhang1

  • 1Department of Chemistry, Northwestern University, Evanston, IL, USA.

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|March 10, 2022
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Electron catalysis accelerates challenging molecular recognition and supramolecular assembly. This approach allows precise temporal control over non-covalent interactions, enabling the formation of kinetically stable systems.

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Area of Science:

  • Supramolecular Chemistry
  • Catalysis
  • Molecular Recognition

Background:

  • Molecular recognition and supramolecular assembly involve non-covalent interactions.
  • Catalysis for non-covalent processes is less developed than for covalent bond formation, often requiring complex catalyst design.

Purpose of the Study:

  • To establish a simple and versatile strategy for facilitating molecular recognition.
  • To extend electron catalysis, commonly used in covalent chemistry, to supramolecular chemistry.

Main Methods:

  • Applied electron catalysis to a kinetically forbidden trisradical complex formation between a macrocyclic host and a dumbbell-shaped guest.
  • Utilized a chemical electron source as a catalyst.

Main Results:

  • Demonstrated substantial acceleration of molecular recognition under ambient conditions.
  • Showcased electrochemical control over the temporal aspects of molecular recognition.
  • Achieved precise control over molar ratios in supramolecular systems, yielding kinetically stable complexes.

Conclusions:

  • Electron catalysis offers a novel and effective method for controlling supramolecular non-covalent chemistry.
  • This strategy facilitates the formation of kinetically stable supramolecular systems.
  • The findings inspire new approaches for fine-tuning non-covalent events and creating complex matter.