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

Basicity of Heterocyclic Aromatic Amines01:25

Basicity of Heterocyclic Aromatic Amines

Heterocyclic amines, where the N atom is a part of an alicyclic system, are similar in basicity to alkylamines. Interestingly, the heterocyclic amine having a nitrogen atom as part of an aromatic ring has much less basicity than its corresponding alicyclic counterpart. For this reason, as presented in Figure 1, piperidine (pKb = 2.8) is significantly more basic than pyridine (pKb = 8.8).
Basicity of Aromatic Amines01:18

Basicity of Aromatic Amines

The basicity of aromatic amines is much weaker than that of aliphatic amines due to the involvement of the lone pair of electrons over the N atom in resonance with the aryl rings. Generally, the electron-donating ability of any substituents on the aryl ring of aromatic amines increases the basicity of the amine by increasing electron density, and hence the availability of lone pair on the nitrogen. On the other hand, electron-withdrawing functional groups on the aryl ring of amines decrease the...
Characteristics and Nomenclature of Homopolymers01:00

Characteristics and Nomenclature of Homopolymers

Polymers that are made up of identical monomer units are called homopolymers. Only one repeating unit is involved in the construction of the homopolymer structure. For example, as depicted in Figure 1, polypropylene is a homopolymer constituted of propylene monomers. Here, the only repeating unit in the polymer chain is propylene.
Polymer Classification: Architecture01:14

Polymer Classification: Architecture

Polymers are classified as linear or branched on the basis of their chain architecture. The polymer chains in linear polymers have a long chain-like structure with minimal to no branching at all. Even if a polymer features large substituent groups on the monomer, which appear as branches to the skeleton, it is not considered a branched polymer. A branched polymer contains secondary polymer chains that arise from the main polymer chain. The branching occurs when the polymer growth shifts from...
Polymer Classification: Stereospecificity01:26

Polymer Classification: Stereospecificity

Polymerization generates chiral centers along the entire backbone of a polymer chain. Accordingly, the stereochemistry of the substituent group has a significant effect on polymer properties. Polymers formed from monosubstituted alkene monomers feature chiral carbons at every alternate position in the polymer backbone. Relative to the predominant orientation of substituents at the adjacent chiral carbons, the polymer can exist in three different configurations: isotactic, syndiotactic, and...
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)01:16

Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)

Ring-opening metathesis polymerization or ROMP involves strained cycloalkenes as starting materials. The mechanism of ROMP proceeds by reacting cycloalkene with Grubbs catalyst to give metallacyclobutane intermediate which undergoes a ring-opening reaction to form new carbene. The new carbene reacts with another molecule of cycloalkene. Repetition of these steps leads to the formation of an unsaturated open-chain polymer product. All these steps are reversible, however, relieving the ring...

You might also read

Related Articles

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

Sort by
Same author

Chain entanglements enable regeneration of high-performance thermosets.

Nature materials·2026
Same author

dsRADAR: Imaging and Quantifying Cellular dsRNA by Repurposing RNA Binding Proteins.

bioRxiv : the preprint server for biology·2026
Same author

Mechanistic Origins of Polydicyclopentadiene Oxidation.

Journal of the American Chemical Society·2026
Same author

ENDONUCLEASE V: FROM TRANSCRIPTOME REGULATOR TO CHEMICAL BIOLOGY TOOL.

ChemistryEurope·2026
Same author

Ultrasound-driven mechanophore activation in living plants.

Proceedings of the National Academy of Sciences of the United States of America·2026
Same author

Single-Molecule Electron Transport in Peptoids.

The journal of physical chemistry. B·2026
Same journal

Organophosphine-Promoted Decarbynylative Hydrocarbenylation of the Carbon-Carbon Triple Bond.

Organic letters·2026
Same journal

Total Syntheses of BE-54238A and -B.

Organic letters·2026
Same journal

Visible Light-Induced <i>N</i>-Phenylbenzo[<i>c</i>]phenothiazine-Catalyzed α-C(sp<sup>3</sup>)-H Phosphonylation of Secondary Amines via Intramolecular 1,5-HAT.

Organic letters·2026
Same journal

Cobalt-Stabilized Propargylic Oxocarbenium Ions Enable Direct and Asymmetric Nickel(II) Catalyzed Aldol-Like Reactions.

Organic letters·2026
Same journal

Photoinduced Regioselective Sulfonylation/Cyclization of <i>N</i>-Cinnamylenamides toward Sulfonylated Tetrahydropyridines via Catalytic Electron Donor-Acceptor Complexes.

Organic letters·2026
Same journal

Amine-Enabled Electron Donor-Acceptor Complex Catalysis for Cyclopropanation.

Organic letters·2026
See all related articles

Related Experiment Video

Updated: Jul 2, 2026

Stabilizing Hepatocellular Phenotype Using Optimized Synthetic Surfaces
08:50

Stabilizing Hepatocellular Phenotype Using Optimized Synthetic Surfaces

Published on: September 26, 2014

Pyridine-containing m-phenylene ethynylene oligomers having tunable basicities.

Jennifer M Heemstra1, Jeffrey S Moore

  • 1Department of Chemistry, 600 South Mathews Avenue, The University of Illinois at Urbana-Champaign, Urbana, IL 61801, USA.

Organic Letters
|February 28, 2004
PubMed
Summary
This summary is machine-generated.

Researchers modified a m-phenylene ethynylene oligomer by adding a pyridine monomer. This functionalized the oligomer

More Related Videos

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

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers
08:12

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers

Published on: December 16, 2022

Related Experiment Videos

Last Updated: Jul 2, 2026

Stabilizing Hepatocellular Phenotype Using Optimized Synthetic Surfaces
08:50

Stabilizing Hepatocellular Phenotype Using Optimized Synthetic Surfaces

Published on: September 26, 2014

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

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers
08:12

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers

Published on: December 16, 2022

Area of Science:

  • Supramolecular chemistry
  • Organic chemistry
  • Polymer science

Background:

  • M-phenylene ethynylene oligomers are known for their unique folding properties.
  • Functionalizing the interior binding cavity of folded structures is challenging.
  • Controlling the basicity of functional groups within confined spaces is of interest.

Purpose of the Study:

  • To incorporate a pyridine monomer into a m-phenylene ethynylene oligomer backbone.
  • To investigate the functionalization of the interior binding cavity of the folded oligomer.
  • To modulate the basicity of the pyridine moiety within the oligomer structure.

Main Methods:

  • Synthesis of m-phenylene ethynylene oligomers containing a pyridine monomer.
  • Characterization of the folded oligomer structure.
  • Determination of the pK(a) values of the pyridine moiety in acetonitrile.

Main Results:

  • Successful incorporation of a pyridine monomer into the oligomer backbone.
  • Demonstrated functionalization of the interior binding cavity.
  • Achieved a tunable pK(a) range of 5-14 for the pyridine moiety by altering substituents and through oligomer folding.

Conclusions:

  • The pyridine monomer incorporation enables precise control over the interior binding cavity's functionality.
  • Modulating pyridine basicity within folded m-phenylene ethynylene oligomers is feasible.
  • This approach offers a new strategy for designing responsive supramolecular systems.