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

Hybridization of Atomic Orbitals I03:24

Hybridization of Atomic Orbitals I

47.5K
The mathematical expression known as the wave function, ψ, contains information about each orbital and the wavelike properties of electrons in an isolated atom. When atoms are bound together in a molecule, the wave functions combine to produce new mathematical descriptions that have different shapes. This process of combining the wave functions for atomic orbitals is called hybridization and is mathematically accomplished by the linear combination of atomic orbitals. The new orbitals that...
47.5K
VSEPR Theory and the Effect of Lone Pairs04:01

VSEPR Theory and the Effect of Lone Pairs

42.7K
Effect of Lone Pairs of Electrons on Molecule Geometry
42.7K
Exceptions to the Octet Rule02:55

Exceptions to the Octet Rule

28.7K
Many covalent molecules have central atoms that do not have eight electrons in their Lewis structures. These molecules fall into three categories:
28.7K
π Molecular Orbitals of the Allyl Cation and Anion01:18

π Molecular Orbitals of the Allyl Cation and Anion

4.4K
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...
4.4K
Molecular Orbital Theory II03:51

Molecular Orbital Theory II

19.5K
Molecular Orbital Energy Diagrams
19.5K
Valence Bond Theory02:42

Valence Bond Theory

9.0K
Coordination compounds and complexes exhibit different colors, geometries, and magnetic behavior, depending on the metal atom/ion and ligands from which they are composed. In an attempt to explain the bonding and structure of coordination complexes, Linus Pauling proposed the valence bond theory, or VBT, using the concepts of hybridization and the overlapping of the atomic orbitals. According to VBT, the central metal atom or ion (Lewis acid) hybridizes to provide empty orbitals of suitable...
9.0K

You might also read

Related Articles

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

Sort by
Same author

Spin State in Au Porphyrins Modulated by Charge Transfer on Au(111).

Journal of the American Chemical Society·2026
Same author

Ion-Pairing Assemblies of Deprotonated Meso-Hydroxyporphyrins as π-Electronic Anions.

Chemistry, an Asian journal·2025
Same author

π-Electronic Ion Pairs That Form Charge-Segregated Assemblies.

Chemistry, an Asian journal·2025
Same author

Multidirectionally Controlled Arrangement via Ion-Pairing Assembly of Amphiphilic Charged π-Electronic Systems.

Small (Weinheim an der Bergstrasse, Germany)·2025
Same author

Ion-Pairing-Modulated Diradical Properties in Partially Conjugated Negatively Charged π-Electronic Systems.

Chemistry (Weinheim an der Bergstrasse, Germany)·2025
Same author

Ion-Pairing Assemblies of Oxacorrole Ag<sup>III</sup> Complex.

Organic letters·2025

Related Experiment Video

Updated: Aug 10, 2025

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
06:35

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates

Published on: February 15, 2016

8.2K

Anion-Responsive Boron-Spiro-Centered π-Electronic Systems That Form Ion-Pairing Assemblies.

Naoya Koda1, Yohei Haketa1, Miyu Yokoyama1

  • 1Department of Applied Chemistry, College of Life Sciences, Ritsumeikan University, Kusatsu 525-8577, Japan.

Organic Letters
|February 13, 2023
PubMed
Summary

Researchers introduced naphthalenediolates to boron complexes, tuning electronic properties by naphthyl group positions. These modified complexes formed ion-pairing assemblies with stacked naphthyl units.

More Related Videos

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
06:44

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding

Published on: March 24, 2018

69.1K
Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
09:34

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

Published on: February 6, 2020

7.4K

Related Experiment Videos

Last Updated: Aug 10, 2025

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
06:35

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates

Published on: February 15, 2016

8.2K
From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
06:44

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding

Published on: March 24, 2018

69.1K
Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
09:34

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

Published on: February 6, 2020

7.4K

Area of Science:

  • Organic Chemistry
  • Materials Science
  • Supramolecular Chemistry

Background:

  • Dipyrrolyldiketone boron complexes are versatile platforms for electronic materials.
  • Naphthalenediolates offer tunable electronic and photophysical properties.

Purpose of the Study:

  • To explore the orthogonal introduction of naphthalenediolates onto dipyrrolyldiketone boron complexes.
  • To investigate how the substitution positions of naphthyl moieties influence the electronic properties of these complexes.
  • To study the self-assembly behavior of the resulting anion complexes with countercations.

Main Methods:

  • Orthogonal functionalization of dipyrrolyldiketone boron complexes with various naphthalenediolates.
  • Spectroscopic and electrochemical characterization to determine electronic properties.
  • X-ray crystallography and other techniques to analyze the supramolecular structures of ion-pairing assemblies.

Main Results:

  • Successful synthesis of dipyrrolyldiketone boron complexes functionalized with diverse naphthalenediolates.
  • Demonstrated correlation between the substitution positions of naphthyl groups and the resulting electronic properties.
  • Formation of ion-pairing assemblies driven by pi-stacking interactions between naphthyl units.

Conclusions:

  • The strategic placement of naphthyl substituents on naphthalenediolates provides a method for fine-tuning the electronic characteristics of boron complexes.
  • The observed ion-pairing and pi-stacking interactions are key to the formation of ordered supramolecular structures.