Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Concept Videos

VSEPR Theory and the Effect of Lone Pairs04:01

VSEPR Theory and the Effect of Lone Pairs

41.8K
Effect of Lone Pairs of Electrons on Molecule Geometry
41.8K
¹H NMR: Long-Range Coupling01:27

¹H NMR: Long-Range Coupling

1.7K
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...
1.7K
π Molecular Orbitals of 1,3-Butadiene01:24

π Molecular Orbitals of 1,3-Butadiene

8.7K
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...
8.7K
π Molecular Orbitals of the Allyl Cation and Anion01:18

π Molecular Orbitals of the Allyl Cation and Anion

4.1K
An allyl group is a three-carbon conjugated system where the sp³-hybridized allylic carbon is bonded to a CH=CH2 group via a single bond. Allyl anions can be obtained by treating propene with a strong base that can deprotonate methyl groups. Allyl cations are formed as intermediates during substitution reactions involving allylic halides. In both cases, the hybridization of the allylic carbon changes from sp3 to sp2, giving rise to a carbon chain with three sp2-hybridized carbons, each with...
4.1K
Valence Bond Theory02:45

Valence Bond Theory

31.9K
Overview of Valence Bond Theory
31.9K
Pericyclic Reactions: Introduction01:17

Pericyclic Reactions: Introduction

8.2K
Pericyclic reactions are organic reactions that occur via a concerted mechanism without generating any intermediates. The reactions proceed through the movement of electrons in a closed loop to form a cyclic transition state, where rearrangement of the σ and π bonds yields specific products.
Pericyclic reactions can be classified into three categories: electrocyclic reactions, cycloaddition reactions, and sigmatropic rearrangements. Electrocyclic reactions and sigmatropic...
8.2K

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Enantiospecific Homo-Boron-Wittig Reaction: Direct Conversion of Chiral Epoxides to Cyclopropanes.

Journal of the American Chemical Society·2026
Same author

Copper-Catalyzed Asymmetric Hydroboration of Alkynes to C-N Axially Chiral Azaborines via Dynamic Kinetic Resolution.

Angewandte Chemie (International ed. in English)·2026
Same author

Social jet lag and visual acuity decline in junior high students: a retrospective cohort study.

Scientific reports·2026
Same author

Construction of quaternary stereocenters via Ru-catalyzed asymmetric ring-closing metathesis.

Nature communications·2026
Same author

A dual-responsive cationic acridinium nanohoop: redox activity and acid/base-controlled reversible guest capture and release.

Chemical science·2026
Same author

Facile Synthesis of Gem-Difluoroalkene-Based <i>Bis</i>(silanes) via Copper-Catalyzed Disilylative Defluorination of 1-Chloro-1-trifluoromethylalkenes.

Journal of the American Chemical Society·2026

Related Experiment Video

Updated: Jun 7, 2025

Characterizing Lewis Pairs Using Titration Coupled with In Situ Infrared Spectroscopy
07:49

Characterizing Lewis Pairs Using Titration Coupled with In Situ Infrared Spectroscopy

Published on: February 20, 2020

9.1K

Lone Pair-π Interactions in Organic Reactions.

Yu Chen1, Qianqian Zhen1, Fan-Jie Meng1

  • 1Department of Chemistry and Shenzhen Grubbs Institute, Southern University of Science and Technology, Shenzhen 518055, China.

Chemical Reviews
|November 13, 2024
PubMed
Summary
This summary is machine-generated.

Lone pair-π interactions, involving electron pairs and π systems, are crucial for catalysis. This review explores their role in controlling chemical reactions and designing efficient catalytic systems.

More Related Videos

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
07:36

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy

Published on: November 9, 2019

7.9K
Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
11:44

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions

Published on: March 20, 2014

25.4K

Related Experiment Videos

Last Updated: Jun 7, 2025

Characterizing Lewis Pairs Using Titration Coupled with In Situ Infrared Spectroscopy
07:49

Characterizing Lewis Pairs Using Titration Coupled with In Situ Infrared Spectroscopy

Published on: February 20, 2020

9.1K
Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
07:36

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy

Published on: November 9, 2019

7.9K
Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
11:44

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions

Published on: March 20, 2014

25.4K

Area of Science:

  • Organic Chemistry
  • Physical Chemistry
  • Catalysis

Background:

  • Noncovalent interactions are fundamental in chemistry.
  • Lone pair-π interactions, though less studied, offer unique control over chemical processes.
  • These interactions differ based on the π system, involving orbital, electrostatic, or dispersion forces.

Purpose of the Study:

  • To review experimental and computational studies on lone pair-π interactions.
  • To highlight their application in designing catalytic systems.
  • To demonstrate their utility in regulating reactivity and selectivity in chemical transformations.

Main Methods:

  • Review of experimental evidence.
  • Analysis of computational studies.
  • Categorization of lone pair-π interactions based on their effect on reaction kinetics and selectivity.

Main Results:

  • Lone pair-π interactions can stabilize or destabilize transition states and ground states.
  • These interactions influence both unsaturated polarized bonds and aromatic systems.
  • The review structures findings by impact on reaction outcomes, not by interaction origin.

Conclusions:

  • Lone pair-π interactions are underappreciated but powerful tools in chemical synthesis.
  • Integrating these interactions can lead to novel catalytic systems.
  • Understanding these forces is key to controlling chemical reactivity and selectivity.