Related Experiment Video
Updated: Feb 5, 2026

06:44
From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
Published on: March 24, 2018
69.6K
A rare example of a phosphine as a halogen bond acceptor
Yijue Xu1, Jasmine Huang, Bulat Gabidullin
1Department of Chemistry and Biomolecular Sciences, University of Ottawa, 10 Marie Curie Pvt, Ottawa, ON, Canada K1N 6N5. DBryce@uottawa.ca.
Summary
We synthesized a novel cocrystal involving triphenylphosphine and a fluorinated triiodobenzene. This structure showcases phosphorus as a rare halogen bond acceptor, advancing supramolecular chemistry understanding.
Area of Science:
- Crystal Engineering
- Supramolecular Chemistry
- Halogen Bonding
Background:
- Triphenylphosphine is a common organophosphorus compound.
- 1,3,5-trifluoro-2,4,6-triiodobenzene is a highly halogenated aromatic molecule.
- Halogen bonding typically involves electron-deficient halogen atoms acting as electrophiles.
Purpose of the Study:
- To prepare and characterize a cocrystal of triphenylphosphine and 1,3,5-trifluoro-2,4,6-triiodobenzene.
- To investigate the role of phosphorus in halogen bonding interactions.
- To explore the structural features of cocrystals involving organophosphorus compounds.
Main Methods:
- Single-crystal X-ray diffraction was used for structural determination.
- Crystallographic analysis was performed to identify intermolecular interactions.
- Spectroscopic methods may have been employed for characterization (details not provided in abstract).
Main Results:
- A cocrystal of triphenylphosphine and 1,3,5-trifluoro-2,4,6-triiodobenzene was successfully prepared.
- The crystal structure revealed a unique interaction where the phosphorus atom of triphenylphosphine acts as a halogen bond acceptor.
- This represents a rare instance of phosphorus participating in halogen bonding.
Conclusions:
- The study demonstrates the ability of phosphorus to act as a halogen bond acceptor.
- This finding expands the known repertoire of halogen bonding interactions.
- The results contribute to the field of crystal engineering and supramolecular chemistry by revealing novel bonding motifs.
More Related Videos
Related Concept Videos
Halogens
23.6K
Group 17 elements, known as halogens, are nonmetals. At room temperature, fluorine and chlorine are gases, bromine is a liquid, and iodine a solid. Astatine is a highly unstable radioactive element, so currently, most of its properties are unknown due to its short half-life. Tennessine is a synthetic element also predicted to be in this group.
23.6K
Metal-Ligand Bonds
24.3K
The hemoglobin in the blood, the chlorophyll in green plants, vitamin B-12, and the catalyst used in the manufacture of polyethylene all contain coordination compounds. Ions of the metals, especially the transition metals, are likely to form complexes.
In these complexes, transition metals form coordinate covalent bonds, a kind of Lewis acid-base interaction in which both of the electrons in the bond are contributed by a donor (Lewis base) to an electron acceptor (Lewis acid). The Lewis acid in...
In these complexes, transition metals form coordinate covalent bonds, a kind of Lewis acid-base interaction in which both of the electrons in the bond are contributed by a donor (Lewis base) to an electron acceptor (Lewis acid). The Lewis acid in...
24.3K
Bond Energies and Bond Lengths
31.5K
Stable molecules exist because covalent bonds hold the atoms together. The strength of a covalent bond is measured by the energy required to break it, that is, the energy necessary to separate the bonded atoms. Separating any pair of bonded atoms requires energy ā the stronger a bond, the greater the energy required to break it.
31.5K
Peptide Bonds
83.1K
A peptide bond covalently attaches amino acids through a dehydration reaction. One amino acid's carboxyl group and another amino acid's amino group combine, releasing a water molecule. The resulting bond is the peptide bond. The products that such linkages form are peptides. As more amino acids join this growing chain, the resulting chain is a polypeptide. Each polypeptide has a free amino group at one end. This end has the N-terminal, or the amino-terminal, and the other end has a free...
83.1K
Bonding in Metals
52.5K
Metallic bonds are formed between two metal atoms. A simplified model to describe metallic bonding has been developed by Paul Drüde called the “Electron Sea Model”.
52.5K
Ionic Bonds
131.0K
Overview
When atoms gain or lose electrons to achieve a more stable electron configuration they form ions. Ionic bonds are electrostatic attractions between ions with opposite charges. Ionic compounds are rigid and brittle when solid and may dissociate into their constituent ions in water. Covalent compounds, by contrast, remain intact unless a chemical reaction breaks them.
Opposing Charges Hold Ions Together in Ionic Compounds
Ionic bonds are reversible electrostatic interactions between ions...
When atoms gain or lose electrons to achieve a more stable electron configuration they form ions. Ionic bonds are electrostatic attractions between ions with opposite charges. Ionic compounds are rigid and brittle when solid and may dissociate into their constituent ions in water. Covalent compounds, by contrast, remain intact unless a chemical reaction breaks them.
Opposing Charges Hold Ions Together in Ionic Compounds
Ionic bonds are reversible electrostatic interactions between ions...
131.0K

