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

Cycloaddition Reactions: MO Requirements for Thermal Activation01:16

Cycloaddition Reactions: MO Requirements for Thermal Activation

4.3K
Thermal cycloadditions are reactions where the source of activation energy needed to initiate the reaction is provided in the form of heat. A typical example of a thermally-allowed cycloaddition is the Diels–Alder reaction, which is a [4 + 2] cycloaddition. In contrast, a [2 + 2] cycloaddition is thermally forbidden.
4.3K
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction01:22

Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction

2.3K
The radical dimerization of ketones or aldehydes gives vicinal diols through a pinacol coupling reaction. However, the behavior of titanium metals used for the reaction as a source of electrons is unusual. When the reaction is carried out in the presence of titanium, diols can be isolated at low temperatures. Else titanium further reacts with diols, forming alkenes through the McMurry reaction.
2.3K
Radical Reactivity: Nucleophilic Radicals01:16

Radical Reactivity: Nucleophilic Radicals

2.6K
Radicals adjacent to electron-donating groups are called nucleophilic radicals. These radicals readily react with electrophilic alkenes. The SOMO–LUMO interactions are the driving force for the reaction, where the high-energy SOMO of the electron-rich, nucleophilic radicals interacts with the low-energy LUMO of the electron-deficient, electrophilic alkenes. Such SOMO–LUMO interactions are the basis of reactive radical traps, affecting the selectivity in radical reactions. For...
2.6K
Cycloaddition Reactions: MO Requirements for Photochemical Activation01:12

Cycloaddition Reactions: MO Requirements for Photochemical Activation

2.6K
Some cycloaddition reactions are activated by heat, while others are initiated by light. For example, a [2 + 2] cycloaddition between two ethylene molecules occurs only in the presence of light. It is photochemically allowed but thermally forbidden.
2.6K
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH301:11

ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3

7.3K
All ortho–para directors, excluding halogens, are activating groups. These groups donate electrons to the ring, making the ring carbons electron-rich. Consequently, the reactivity of the aromatic ring towards electrophilic substitution increases. For instance, the nitration of anisole is about 10,000 times faster than the nitration of benzene. The electron-donating effect of the methoxy group in anisole activates the ortho and para positions on the ring and stabilizes the corresponding...
7.3K
Reactivity of Enolate Ions01:23

Reactivity of Enolate Ions

3.2K
Enolate ions are formed by the acid–base reaction of a carbonyl compound with a base. This leads to deprotonation of the α hydrogen atom, leading to a resonance-stabilized enolate ion where one of the contributing structures is an oxyanion, which imparts additional stability. Therefore, the proton on the α carbon is more acidic in nature than that of other sp3-hybridized C–H bonds but less acidic than those in O–H bonds where the negative charge in the conjugate...
3.2K

You might also read

Related Articles

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

Sort by
Same author

A strontium alumanyl.

Dalton transactions (Cambridge, England : 2003)·2026
Same author

Correction: Bakr et al. The Effect of Electrode Materials on the Fusion Rate in Multi-State Fusion Reactors. <i>Materials</i> 2025, <i>18</i>, 3734.

Materials (Basel, Switzerland)·2026
Same author

The Role of Prognostic Nutritional Index in UTI Susceptibility Among Female Type 2 Diabetic Patients.

Journal of diabetes research·2026
Same author

Cationic and Neutral Heterometallic Ir-Group 12 Element Polyhydride Compounds: Synthesis, Structure and Reactivity.

Inorganic chemistry·2026
Same author

Molecular Calcium Phosphides and Mixed Phosphide Hydrides.

Inorganic chemistry·2025
Same author

Tin-Tin π Bonding as a Conduit for Alkali-Metal Reduction.

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

Steric Mapping, Ligand Dynamics, and Cycloisomerization Catalysis with Redox Robust Mn<sup>I/0/‑I</sup> Dicarbenes.

Organometallics·2026
Same journal

Imidazol-2-ylidene-Based NCCN Ligands for Chiral-at-Iron Catalysis.

Organometallics·2026
Same journal

Ni(DQ)<sub>2</sub>: A Useful Gateway to Zero-Valent Nickel Complexes.

Organometallics·2026
Same journal

Di-Silyl Rhodium(III) and Iridium(III) Complexes as Catalysts in Carbene Insertion Reactions into Hydrosilanes.

Organometallics·2026
Same journal

Isolation of Base-Coordinated 1,4-Disilaquinones.

Organometallics·2026
Same journal

Flash Communication: A Metal-First Approach to Ruthenium Complexes of a Boryl-Centered POBOP Pincer Ligand.

Organometallics·2026
See all related articles

Related Experiment Video

Updated: Jan 18, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of &#945;-Imino &#947;-Lactones and Alkylidene Pyrazolones
10:17

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

7.3K

Reactivity of Cyclopropenylaluminates.

Marco F Starostzik1, Jakub Kenar1, Han-Ying Liu1

  • 1Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, U.K.

Organometallics
|September 12, 2025
PubMed
Summary
This summary is machine-generated.

Potassium cyclopropenylaluminates react with alkynes, yielding alkynylvinylaluminate derivatives. Silyl-substituted compounds show kinetic discrimination, influencing reaction outcomes with various reagents.

More Related Videos

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
09:45

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene

Published on: March 20, 2017

10.8K
Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
12:27

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes

Published on: September 8, 2013

11.3K

Related Experiment Videos

Last Updated: Jan 18, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of &#945;-Imino &#947;-Lactones and Alkylidene Pyrazolones
10:17

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

7.3K
Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
09:45

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene

Published on: March 20, 2017

10.8K
Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
12:27

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes

Published on: September 8, 2013

11.3K

Area of Science:

  • Organometallic Chemistry
  • Main Group Chemistry
  • Synthetic Chemistry

Background:

  • Potassium cyclopropenylaluminates are novel organometallic compounds.
  • Understanding their reactivity is crucial for developing new synthetic methodologies.

Purpose of the Study:

  • To investigate the reactivity of potassium cyclopropenylaluminates with terminal alkynes, CO2, ketones, azides, and diazomethane.
  • To explore the influence of silyl substitution on reaction selectivity and mechanisms.

Main Methods:

  • Synthesis of potassium cyclopropenylaluminates.
  • Reaction of these complexes with various unsaturated substrates (alkynes, CO2, ketones, azides, diazomethane).
  • Analysis of reaction products to determine regioselectivity and mechanistic pathways.

Main Results:

  • Terminal alkynes yield alkynylvinylaluminate derivatives.
  • Silyl-substituted aluminates exhibit kinetic discrimination, leading to regioselective protonation.
  • Reactions with CO2, ketones, azides, and diazomethane show complex behavior, including multiple insertions or alkyne elimination, influenced by steric and electronic factors.

Conclusions:

  • Potassium cyclopropenylaluminates display diverse reactivity dependent on the substrate and steric/electronic properties of the aluminate.
  • Silyl substitution offers a handle for controlling kinetic discrimination in these reactions.
  • The observed reactivity patterns provide insights into the fundamental chemistry of cyclopropenylaluminate complexes.