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

Halogens03:01

Halogens

24.2K
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. 
24.2K
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene01:13

Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene

8.0K
Bromination and chlorination of aromatic rings by electrophilic aromatic substitution reactions are easily achieved, but fluorination and iodination are difficult to achieve. Fluorine is so reactive that its reaction with benzene is difficult to control, resulting in poor yields of monofluoroaromatic products. To address this, Selectfluor reagent is used as a fluorine source in which a fluorine atom is bonded to a positively charged nitrogen.
8.0K
Alkyl Halides02:45

Alkyl Halides

22.4K
Structural Properties
Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape.
Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...
22.4K
Comparing Intermolecular Forces: Melting Point, Boiling Point, and Miscibility02:34

Comparing Intermolecular Forces: Melting Point, Boiling Point, and Miscibility

53.6K
Intermolecular forces are attractive forces that exist between molecules. They dictate several bulk properties, such as melting points, boiling points, and solubilities (miscibilities) of substances. Molar mass, molecular shape, and polarity affect the strength of different intermolecular forces, which influence the magnitude of physical properties across a family of molecules.
Temporary attractive forces like dispersion are present in all molecules, whether they are polar or nonpolar. They...
53.6K
Electrophilic Addition to Alkynes: Hydrohalogenation02:35

Electrophilic Addition to Alkynes: Hydrohalogenation

12.2K
Electrophilic addition of hydrogen halides, HX (X = Cl, Br or I) to alkenes forms alkyl halides as per Markovnikov's rule, where the hydrogen gets added to the less substituted carbon of the double bond. Hydrohalogenation of alkynes takes place in a similar manner, with the first addition of HX forming a vinyl halide and the second giving a geminal dihalide.
12.2K
ortho–para-Directing Deactivators: Halogens01:24

ortho–para-Directing Deactivators: Halogens

7.1K
Halogens are ortho–para directors. They are more electronegative than carbon. Therefore, as ring substituents, they can withdraw electrons through the inductive effect and deactivate the aromatic ring towards electrophilic substitution. Halogens also have an electron-donating resonance effect on the ring, which influences the orientation of the incoming electrophile. If an electrophile attacks at the ortho or the para position, the halogen donates electrons and stabilizes the intermediate...
7.1K

You might also read

Related Articles

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

Sort by
Same author

Expression of concern: Simple NMR predictors of catalytic hydrogenation activity for [Rh(cod)Cl(NHC)] complexes featuring fluorinated NHC ligands.

Dalton transactions (Cambridge, England : 2003)·2025
Same author

Influence of N-arylsulfonamido d-valine N-substituents on the selectivity and potency of matrix metalloproteinase inhibitors.

Bioorganic & medicinal chemistry·2023
Same author

Enhanced Photosensitive Schottky Diode Behavior of Pyrazine over 2-Aminopyrimidine Ligand in Copper(II)-Phthalate MOFs: Experimental and Theoretical Rationalization.

ACS omega·2019
Same author

Simple NMR predictors of catalytic hydrogenation activity for [Rh(cod)Cl(NHC)] complexes featuring fluorinated NHC ligands.

Dalton transactions (Cambridge, England : 2003)·2019
Same author

New in Vivo Compatible Matrix Metalloproteinase (MMP)-2 and MMP-9 Inhibitors.

Bioconjugate chemistry·2018
Same author

Chromium chains as polydentate fluoride ligands for actinides and group IV metals.

Dalton transactions (Cambridge, England : 2003)·2018

Related Experiment Video

Updated: Apr 6, 2026

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

69.8K

Perfluoropropenyl-containing phosphines from HFC replacements.

Alan K Brisdon1, Hana Ali Ghaba, Bernd Beutel

  • 1School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK. alan.brisdon@manchester.ac.uk.

Dalton Transactions (Cambridge, England : 2003)
|July 28, 2015
PubMed
Summary

New perfluoropropenyl-containing phosphines were synthesized using hydrofluoroolefins and chlorophosphines. These novel ligands, including the first bidentate example, show potential in metal complexes, with their properties analyzed through platinum, palladium, and molybdenum carbonyl compounds.

More Related Videos

Preparation of Hydrophobic Metal-Organic Frameworks via Plasma Enhanced Chemical Vapor Deposition of Perfluoroalkanes for the Removal of Ammonia
12:05

Preparation of Hydrophobic Metal-Organic Frameworks via Plasma Enhanced Chemical Vapor Deposition of Perfluoroalkanes for the Removal of Ammonia

Published on: October 10, 2013

16.2K
Identifying Per- and Polyfluorinated Chemical Species with a Combined Targeted and Non-Targeted-Screening High-Resolution Mass Spectrometry Workflow
09:04

Identifying Per- and Polyfluorinated Chemical Species with a Combined Targeted and Non-Targeted-Screening High-Resolution Mass Spectrometry Workflow

Published on: April 18, 2019

13.4K

Related Experiment Videos

Last Updated: Apr 6, 2026

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

69.8K
Preparation of Hydrophobic Metal-Organic Frameworks via Plasma Enhanced Chemical Vapor Deposition of Perfluoroalkanes for the Removal of Ammonia
12:05

Preparation of Hydrophobic Metal-Organic Frameworks via Plasma Enhanced Chemical Vapor Deposition of Perfluoroalkanes for the Removal of Ammonia

Published on: October 10, 2013

16.2K
Identifying Per- and Polyfluorinated Chemical Species with a Combined Targeted and Non-Targeted-Screening High-Resolution Mass Spectrometry Workflow
09:04

Identifying Per- and Polyfluorinated Chemical Species with a Combined Targeted and Non-Targeted-Screening High-Resolution Mass Spectrometry Workflow

Published on: April 18, 2019

13.4K

Area of Science:

  • Organometallic Chemistry
  • Fluorine Chemistry
  • Ligand Design

Background:

  • Perfluorinated compounds offer unique electronic and steric properties.
  • Phosphine ligands are crucial in coordination chemistry and catalysis.
  • Developing novel fluorinated phosphine ligands is essential for advancing materials science.

Purpose of the Study:

  • To synthesize and characterize new perfluoropropenyl-containing phosphine ligands.
  • To explore synthetic routes to these novel phosphines, including isomer control.
  • To investigate the coordination chemistry and properties of these ligands with transition metals.

Main Methods:

  • Synthesis of perfluoropropenyl phosphines via reaction of hydrofluoroolefins with chlorophosphines.
  • Alternative synthesis using deprotonation of fluorinated alkanes, with isomer ratio analysis.
  • Preparation of phosphine oxides and selenides.
  • Formation and characterization of platinum(II), palladium(II), and molybdenum carbonyl complexes.
  • X-ray crystallography for structural elucidation of key compounds.

Main Results:

  • Successful synthesis of a series of new perfluoropropenyl-containing phosphines.
  • Preparation of the first bidentate perfluoroalkenyl-containing phosphine.
  • Demonstration of isomer control in synthesis based on reaction temperature.
  • Oxidation and selenation of phosphine ligands.
  • Characterization of metal complexes revealing steric and electronic properties.
  • Reported crystal structures of novel phosphine ligands and their metal complexes.

Conclusions:

  • The study successfully introduced a new class of perfluoropropenyl-containing phosphine ligands.
  • The synthetic methodologies allow for controlled preparation of these ligands, including bidentate structures.
  • The coordination chemistry with Pt, Pd, and Mo highlights the tunable electronic and steric profiles of these ligands.
  • These novel ligands hold promise for applications in catalysis and materials science.