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

46.3K
Effect of Lone Pairs of Electrons on Molecule Geometry
46.3K
Structure of Benzene: Molecular Orbital Model01:18

Structure of Benzene: Molecular Orbital Model

10.5K
According to the molecular orbital (MO) model, benzene has a planar structure with a regular hexagon of six sp2 hybridized carbons. As shown in Figure 1, each carbon is bonded to three other atoms with C–C–C and H–C–C bond angles of 120°. The C–H bond length is 109 pm, and the C–C bond length is 139 pm which is midway between the single bond length of sp3 hybridized carbons (154 pm) and sp2 hybridized carbons (133 pm).
10.5K
π Molecular Orbitals of 1,3-Butadiene01:24

π Molecular Orbitals of 1,3-Butadiene

10.3K
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...
10.3K
Hybridization of Atomic Orbitals II03:35

Hybridization of Atomic Orbitals II

36.9K
sp3d and sp3d 2 Hybridization
36.9K
Aromatic Hydrocarbon Anions: Structural Overview01:18

Aromatic Hydrocarbon Anions: Structural Overview

3.1K
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...
3.1K
VSEPR Theory and the Basic Shapes02:52

VSEPR Theory and the Basic Shapes

74.8K
Overview of VSEPR Theory
74.8K

You might also read

Related Articles

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

Sort by
Same author

Safety and hemodynamic efficacy of the LVIS stent in the endovascular treatment of intracranial wide-necked aneurysms: a single-center retrospective study.

Chinese neurosurgical journal·2026
Same author

Stability analysis of the primary reflector of the 500 mm aperture ultra-lightweight millimeter wave satellite antenna for observing solar flare.

Scientific reports·2026
Same author

Lamellar-Paracrystallinity-Controlled Thermal Transport in Polymer Semiconductors.

Advanced materials (Deerfield Beach, Fla.)·2026
Same author

Synergistic physical confinement and chemical adsorption in yolk-Shell Ni@NC nanoreactors for enhanced photothermal CO<sub>2</sub> methanation.

Journal of colloid and interface science·2026
Same author

Expanding genetic regulatory and efflux mechanisms for improved polymyxin production in Paenibacillus polymyxa.

Bioresource technology·2026
Same author

Beyond nighttime symptoms: acupuncture for daytime dysfunction improvement in insomnia-a meta-analysis.

Frontiers in neurology·2026

Related Experiment Video

Updated: Oct 23, 2025

A Simple and Efficient Protocol for the Catalytic Insertion Polymerization of Functional Norbornenes
09:08

A Simple and Efficient Protocol for the Catalytic Insertion Polymerization of Functional Norbornenes

Published on: February 27, 2017

10.6K

Parent B2 N2 -Perylenes with Different BN Orientations.

Peng-Fei Zhang1, Jing-Cai Zeng1, Fang-Dong Zhuang1

  • 1Beijing National Laboratory for Molecular Science (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Center of Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, China.

Angewandte Chemie (International Ed. in English)
|August 25, 2021
PubMed
Summary

Researchers synthesized novel boron and nitrogen-containing polycyclic aromatic hydrocarbons (BN-PAHs) with controlled BN orientations. This study reveals how BN orientation impacts structure, aromaticity, and photophysical properties, guiding future material design.

Keywords:
azaborinesboronboron-nitrogen heterocyclesperylenepolycyclic aromatic hydrocarbons

More Related Videos

Probe Type II Band Alignment in One-Dimensional Van Der Waals Heterostructures Using First-Principles Calculations
13:56

Probe Type II Band Alignment in One-Dimensional Van Der Waals Heterostructures Using First-Principles Calculations

Published on: October 12, 2019

7.8K
Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
09:35

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

11.7K

Related Experiment Videos

Last Updated: Oct 23, 2025

A Simple and Efficient Protocol for the Catalytic Insertion Polymerization of Functional Norbornenes
09:08

A Simple and Efficient Protocol for the Catalytic Insertion Polymerization of Functional Norbornenes

Published on: February 27, 2017

10.6K
Probe Type II Band Alignment in One-Dimensional Van Der Waals Heterostructures Using First-Principles Calculations
13:56

Probe Type II Band Alignment in One-Dimensional Van Der Waals Heterostructures Using First-Principles Calculations

Published on: October 12, 2019

7.8K
Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
09:35

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

11.7K

Area of Science:

  • Materials Science
  • Organic Chemistry
  • Supramolecular Chemistry

Background:

  • Introducing boron and nitrogen (BN) units into polycyclic aromatic hydrocarbons (PAHs) expands the range of conjugated materials.
  • Synthesizing BN-PAHs with precise control over BN positions and orientations remains a significant synthetic challenge.

Purpose of the Study:

  • To synthesize new parent B2N2-perylenes with varying BN orientations using a BN-naphthalene building block.
  • To systematically investigate the influence of BN incorporation and orientation on molecular structure, aromaticity, crystal packing, and photophysical properties.

Main Methods:

  • Synthesis of three new parent B2N2-perylenes with distinct BN orientations.
  • Characterization of structural, aromaticity, crystal packing, and photophysical properties.
  • Analysis of intermolecular dipole-dipole interactions and their effect on π-π stacking.

Main Results:

  • Successful synthesis of B2N2-perylenes with controlled BN orientations.
  • Demonstrated variation in crystal structure, (anti)aromaticity, and photophysical properties based on BN orientation.
  • Observed shortening of π-π stacking distances due to intermolecular dipole-dipole interactions.

Conclusions:

  • The orientation of BN units significantly impacts the properties of BN-PAHs.
  • The findings provide guidelines for designing BN-PAHs with specific stacking structures.
  • The synthetic strategy is adaptable for creating larger BN-embedded PAHs with tunable BN patterns.