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

Phosphoinositides and PIPs01:42

Phosphoinositides and PIPs

9.2K
Phosphoinositides are a group of phospholipids containing a glycerol backbone with two fatty acid chains and a phosphate attached to a myoinositol sugar ring. The inositol head group extends into the cytoplasm, where it is modified by adding phosphate groups to form phosphatidylinositol phosphates or PIPs.
Different phosphoinositides are synthesized and recruited on the cytosolic face of the plasma membrane. The localization of specific phosphoinositides concentrated in separate membrane...
9.2K
Chirality at Nitrogen, Phosphorus, and Sulfur02:30

Chirality at Nitrogen, Phosphorus, and Sulfur

6.2K
Chirality is most prevalent in carbon-based tetrahedral compounds, but this important facet of molecular symmetry extends to sp3-hybridized nitrogen, phosphorus and sulfur centers, including trivalent molecules with lone pairs. Here, the lone pair behaves as a functional group in addition to the other three substituents to form an analogous tetrahedral center that can be chiral.
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
6.2K
Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism01:14

Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism

4.2K
The Wittig reaction, which converts aldehydes or ketones to alkenes using phosphorus ylides, proceeds through a nucleophilic addition‒elimination process.
The reaction begins with the nucleophilic addition between a phosphorus ylide and the carbonyl compound. Due to its carbanionic character,  phosphorus ylide acts as a strong nucleophile and attacks the electrophilic carbonyl group. This generates a charge-separated dipolar intermediate called betaine. The negatively charged oxygen atom and...
4.2K
Preparation of Nitriles01:12

Preparation of Nitriles

2.3K
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or boiling acetic anhydride for converting amides to nitriles. Another reagent namely, thionyl chloride also accomplishes the dehydration of amides, where amide acts as a nucleophile. The first step of the mechanism involves the nucleophilic attack by the amide on the thionyl chloride to form an intermediate. In the next step, the electron pairs...
2.3K
Predicting Molecular Geometry02:27

Predicting Molecular Geometry

38.0K
VSEPR Theory for Determination of Electron Pair Geometries
38.0K
Electrophilic Addition to Alkynes: Halogenation02:38

Electrophilic Addition to Alkynes: Halogenation

9.0K
Introduction
Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
9.0K

You might also read

Related Articles

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

Sort by
Same author

Tetrylidyne coordination modes: vinyl-type germa-ruthena anion [RuGe:]<sup>-</sup> and its reaction with monofluorobenzene.

Chemical communications (Cambridge, England)·2026
Same author

Three reversibly interconvertible redox states of boradigermaallyl: syntheses of radical allyl anion and allyl dianion.

Chemical science·2026
Same author

Mixed Phenanthroline-Bipyridine Europium and Ytterbium Cryptates─Bright Luminophores with Small Radiative Lifetimes.

Inorganic chemistry·2026
Same author

Metathetical Exchange, Synthesis, and Carbon Dioxide Addition of Higher Homologues of Group 9 Metal Carbynes.

Angewandte Chemie (International ed. in English)·2025
Same author

Boradigermaallyl: inhibition of CH bond activation by borane CO adduct formation followed by CO insertion.

Chemical science·2025
Same author

Capture of an <i>In Situ</i> Formed Distanna-S-heterocyclic Carbene.

Inorganic chemistry·2025

Related Experiment Video

Updated: Oct 27, 2025

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI
08:46

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI

Published on: November 22, 2016

7.9K

Phosphine-Stabilized Pnictinidenes.

Dominik Raiser1, Klaus Eichele1, Hartmut Schubert1

  • 1Institut für Anorganische Chemie, Universität Tübingen, Auf der Morgenstelle 18, 72076, Tübingen, Germany.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|July 22, 2021
PubMed
Summary

This study explores reactions of germylene-phosphine Lewis pairs with Group 15 element trichlorides, yielding novel phosphinidene, arsinidene, and stibinidene compounds with two-coordinate low-valent Group 15 elements.

Keywords:
antimonyarsenicgermaniumphosphoruspnictides

More Related Videos

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
10:51

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes

Published on: April 10, 2015

12.4K
Preparation and Use of Carbonyl-decorated Carbenes in the Activation of White Phosphorus
14:07

Preparation and Use of Carbonyl-decorated Carbenes in the Activation of White Phosphorus

Published on: October 3, 2014

13.9K

Related Experiment Videos

Last Updated: Oct 27, 2025

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI
08:46

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI

Published on: November 22, 2016

7.9K
The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
10:51

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes

Published on: April 10, 2015

12.4K
Preparation and Use of Carbonyl-decorated Carbenes in the Activation of White Phosphorus
14:07

Preparation and Use of Carbonyl-decorated Carbenes in the Activation of White Phosphorus

Published on: October 3, 2014

13.9K

Area of Science:

  • Organometallic Chemistry
  • Main Group Chemistry
  • Inorganic Synthesis

Background:

  • Intramolecular germylene-phosphine Lewis pairs offer unique reactivity.
  • Group 15 element trichlorides are versatile building blocks in inorganic synthesis.

Purpose of the Study:

  • To investigate the reactivity of an intramolecular germylene-phosphine Lewis pair with Group 15 element trichlorides.
  • To synthesize and characterize novel low-valent Group 15 element compounds.
  • To explore the structural and electronic properties of these new species.

Main Methods:

  • Reaction of germylene-phosphine Lewis pair with ECl3 (E=P, As, Sb).
  • Oxidative addition followed by reduction using sodium metal or LiHBEt3.
  • Isolation and characterization of phosphinidene, arsinidene, and stibinidene compounds via X-ray crystallography and NMR spectroscopy.
  • Chloride abstraction to form a cyclic germaphosphene.
  • Quantum chemical calculations for electronic structure analysis.

Main Results:

  • Synthesis of phosphinidene, arsinidene, and stibinidene compounds featuring two-coordinate low-valent Group 15 elements.
  • Isolation of a cyclic germaphosphene via chloride abstraction.
  • Characterization of an organoaluminum adduct to the phosphinidene species.
  • Structural and spectroscopic data provide insights into bonding and reactivity.

Conclusions:

  • The intramolecular germylene-phosphine Lewis pair serves as a versatile precursor for low-valent Group 15 element compounds.
  • The synthesized compounds exhibit unique structural and electronic features.
  • Further investigations into the reactivity of these novel species are warranted.