Search research articles

ABOUT JoVE

Overview Leadership Blog JoVE Help Center

AUTHORS

Publishing Process Editorial Board Scope & Policies Peer Review FAQ Submit

LIBRARIANS

Testimonials Subscriptions Access Resources Library Advisory Board FAQ

RESEARCH

JoVE Journal Methods Collections JoVE Encyclopedia of Experiments Archive

EDUCATION

JoVE Core JoVE Business JoVE Science Education JoVE Lab Manual Faculty Resource Center Faculty Site

Terms & Conditions of Use

Search research articles

Related Experiment Videos

Solvent-stabilized molecular capsules.

Alexander Shivanyuk¹, Jan C Friese, Steve Döring

¹The Skaggs Institute for Chemical Biology and The Department of Chemistry, The Scripps Research Institute, MB-26, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.

The Journal of Organic Chemistry

|August 16, 2003

Summary

This summary is machine-generated.

Related Concept Videos

You might also read

Related Articles

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

Sort by

Same author

Modeling Binding Selectivity of Xylene Isomers in Resorcin[4]arene-Based Organo- and Metallo-Cavitands.

The Journal of organic chemistry·2025

Same author

Acyl migrations sensitive to supramolecular encapsulation.

Chemical communications (Cambridge, England)·2025

Same author

Selective Aliphatic Aldimine Formation and Stabilization by a Hydrophobic Capsule in Water.

Journal of the American Chemical Society·2025

Same author

Recent Applications of Pillararene-Inspired Water-Soluble Hosts.

Chemistry (Weinheim an der Bergstrasse, Germany)·2025

Same author

Recent progress using novel tetraphenylethylene-based macrocyclic hosts in water.

Chemical communications (Cambridge, England)·2024

Same author

Modeling Amine Methylation in Methyl Ester Cavitand.

Chemistry (Weinheim an der Bergstrasse, Germany)·2024

Same journal

Ethanol's Dual Role as a Mediator and Green Solvent in Photocatalytic Hydrogen Atom Transfer-Enabled Formal Ring-Closing Metathesis toward 2-Quinolinones.

The Journal of organic chemistry·2026

Same journal

Scalable Syntheses of Pseudouridine and <i>N</i><sup>1</sup>-Methylpseudouridine.

The Journal of organic chemistry·2026

Same journal

Silyl Radical Formation from Silanethiols via Sulfur Atom Transfer with Phosphinites.

The Journal of organic chemistry·2026

Same journal

Chiral Benzimidazole Manganese Catalysts for Asymmetric Transfer Hydrogenation of 3-Substituted 2<i>H</i>-1,4-Benzoxazines.

The Journal of organic chemistry·2026

Same journal

Thia-Michael Stapling of Allenamide-Incorporated α-Helical Antimicrobial Peptides.

The Journal of organic chemistry·2026

Same journal

Ru(II)-Catalyzed Hydrodefluorination of Monofluoroalkenes.

The Journal of organic chemistry·2026

See all related articles

Researchers created pyrrogallolarene molecular capsules capable of encapsulating various cations. These supramolecular assemblies demonstrate stability and potential for molecular recognition applications.

Area of Science:

Supramolecular Chemistry
Organic Chemistry
Crystal Engineering

Background:

Pyrrogallolarene derivatives are known for their ability to form complex supramolecular structures.
Molecular capsules offer potential for host-guest chemistry and molecular recognition.

Purpose of the Study:

To synthesize and characterize novel pyrrogallolarene derivatives (Compounds 2).
To investigate the self-assembly and host-guest properties of these pyrrogallolarenes in solution and solid states.

Main Methods:

Acid-catalyzed condensation of pyrrogallol with aldehydes to synthesize pyrrogallolarenes.
Single-crystal X-ray diffraction to determine molecular structures and packing.
NMR spectroscopy to study cation encapsulation in solution.

Related Experiment Videos

Main Results:

Pyrrogallolarenes 2 form dimeric molecular capsules in the solid state, encapsulating cations like quinuclidinium.
Crystal structures reveal capsules stabilized by hydrogen bonds, including bridging solvent molecules.
Solution studies demonstrate the encapsulation of various cations (tetramethylammonium, tetramethylphosphonium, quinuclidinium, tropylium) within the dimeric capsules.
Encapsulated complexes exhibit stability on the NMR time scale at low temperatures (233 K).

Conclusions:

Pyrrogallolarenes 2 effectively form stable hydrogen-bonded dimeric molecular capsules.
These capsules demonstrate versatile cation-binding capabilities in both crystalline and solution phases.
The findings highlight the potential of pyrrogallolarenes as scaffolds for designing host molecules in supramolecular chemistry.