Hydrogen-bonded capsules in polar, protic solvents
1Skaggs Institute for Chemical Biology, Department of Chemistry, Scripps Research Institute, MB-26, 10550 North Torrey Pines Rd., La Jolla, CA 92037, USA.
Chemical Communications (Cambridge, England)
|September 21, 2002
Summary
Tetrahydroxyresorcinarene forms a stable, dimeric capsule in methanol. This capsule effectively encapsulates both tropylium and tetramethylammonium cations.
Area of Science:
- Supramolecular Chemistry
- Host-Guest Chemistry
Background:
- Resorcinarene derivatives are known for their ability to form self-assembled structures.
- The kinetic stability of such assemblies is crucial for their practical applications.
Purpose of the Study:
- To investigate the self-assembly of tetrahydroxyresorcinarene in methanol.
- To determine the encapsulation capabilities of the formed structure for specific cations.
Main Methods:
- Solution-state NMR spectroscopy was used to characterize the dimeric capsule.
- Crystallography was employed to confirm the structure and guest binding.
Main Results:
- Tetrahydroxyresorcinarene self-assembles into a kinetically stable dimeric capsule in methanol.
- The capsule successfully encapsulates tropylium and tetramethylammonium cations within its cavity.
- Structural analysis confirmed the precise binding interactions between the host and guest molecules.
Conclusions:
- Tetrahydroxyresorcinarene provides a robust platform for creating kinetically stable supramolecular capsules.
- The dimeric capsule demonstrates selective guest binding, highlighting its potential in molecular recognition and separation technologies.
More Related Videos
07:01Preparation of Hollow Polystyrene Particles and Microcapsules by Radical Polymerization of Janus Droplets Consisting of Hydrocarbon and Fluorocarbon Oils
Published on: January 25, 2018
06:28Self-Assembly of Hybrid Lipid Membranes Doped with Hydrophobic Organic Molecules at the Water/Air Interface
Published on: May 1, 2020
Related Concept Videos
01:29Covalent Bonds
When two atoms share electrons to complete their valence shells they create a covalent bond. An atom’s electronegativity—the force with which shared electrons are pulled towards an atom—determines how the electrons are shared. Molecules formed with covalent bonds can be either polar or nonpolar. Atoms with similar electronegativities form nonpolar covalent bonds; the electrons are shared equally. Atoms with different electronegativities share electrons unequally, creating polar bonds.A Covalent...
03:37Molecular Shape and Polarity
Dipole Moment of a Molecule
03:13Intermolecular Forces
Atoms and molecules interact through bonds (or forces): intramolecular and intermolecular. The forces are electrostatic as they arise from interactions (attractive or repulsive) between charged species (permanent, partial, or temporary charges) and exist with varying strengths between ions, polar, nonpolar, and neutral molecules. The different types of intermolecular forces are ion–dipole, dipole–dipole, hydrogen bonds, and dispersion; among these, dipole–dipole, hydrogen bonds, and dispersion...
03:00Solubility
Solution, Solubility, and Solubility Equilibrium
A solution is a homogeneous mixture composed of a solvent, the major component, and a solute, the minor component. The physical state of a solution—solid, liquid, or gas—is typically the same as that of the solvent. Solute concentrations are often described with qualitative terms such as dilute (of relatively low concentration) and concentrated (of relatively high concentration).
In a solution, the solute particles (molecules, atoms, and/or ions)...
A solution is a homogeneous mixture composed of a solvent, the major component, and a solute, the minor component. The physical state of a solution—solid, liquid, or gas—is typically the same as that of the solvent. Solute concentrations are often described with qualitative terms such as dilute (of relatively low concentration) and concentrated (of relatively high concentration).
In a solution, the solute particles (molecules, atoms, and/or ions)...
01:04Hydrogen Bonds
A hydrogen bond is formed when a weakly positive hydrogen atom already bonded to one electronegative atom (for example, the oxygen in the water molecule) is attracted to another electronegative atom from another polar molecule, such as water (H2O), hydrogen fluoride (HF), or ammonia (NH3). The huge electronegativity difference between the H atom (2.1) and the atom to which it is bonded (4.0 for an F atom, 3.5 for an O atom, or 3.0 for an N atom), combined with the very small size of an H atom...
01:08Covalent Bonds
Overview
When two atoms share electrons to complete their valence shells, they create a covalent bond. An atom's electronegativity—the force with which shared electrons are pulled towards an atom—determines how the electrons are shared. Molecules formed with covalent bonds can be either polar or nonpolar. Atoms with similar electronegativities form nonpolar covalent bonds; the electrons are shared equally. Atoms with different electronegativities share electrons unequally, creating polar bonds.
When two atoms share electrons to complete their valence shells, they create a covalent bond. An atom's electronegativity—the force with which shared electrons are pulled towards an atom—determines how the electrons are shared. Molecules formed with covalent bonds can be either polar or nonpolar. Atoms with similar electronegativities form nonpolar covalent bonds; the electrons are shared equally. Atoms with different electronegativities share electrons unequally, creating polar bonds.