Related Experiment Video
Updated: Mar 28, 2026

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
A Disilene Base Adduct with a Dative Si-Si Single Bond
Julia I Schweizer1, Markus G Scheibel2, Martin Diefenbach1
1Institut für Anorganische Chemie, Goethe-Universität, Max-von-Laue-Straße 7, 60438, Frankfurt/Main, Germany.
Researchers discovered a unique base-stabilized disilene with a dative silicon-silicon bond. This novel structure, stabilized by push-pull electronic effects, offers new insights into silicon chemistry.
Area of Science:
- Inorganic Chemistry
- Organosilicon Chemistry
- Materials Science
Background:
- Disilenes are silicon analogues of alkenes, featuring a silicon-silicon double bond.
- Stabilization of low-coordinate silicon species is crucial for understanding silicon chemistry.
- Base-stabilized silicon compounds offer unique reactivity and structural motifs.
Purpose of the Study:
- To synthesize and characterize a novel base-stabilized disilene.
- To elucidate the bonding and structural features of the new compound.
- To investigate the formation mechanism of the disilene.
Main Methods:
- Experimental synthesis at low temperatures.
- Single-crystal X-ray diffraction for structural determination.
- Quantum-chemical calculations for bonding analysis.
Main Results:
- Formation of a base-stabilized disilene (1) through a disproportionation reaction.
- Unprecedented structure featuring a dative Si→Si single bond (Me2EtN→SiCl2→Si(SiCl3)2).
- Push-pull stabilization achieved through an ambiphilic SiCl2 group acting as an acceptor and donor.
Conclusions:
- The study reveals a novel structure in silicon chemistry with a dative Si→Si bond.
- The push-pull electronic stabilization mechanism is key to the compound's formation and stability.
- A proposed autocatalytic mechanism explains the formation of the disilene from reaction intermediates.
Related Concept Videos
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Diels–Alder Reaction: Characteristics of Dienes
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable,...
Lewis Structures of Molecular Compounds and Polyatomic Ions
Acidity of 1-Alkynes
The acidic strength of hydrocarbons follows the order: Alkynes > Alkenes > Alkanes. The strength of an acid is commonly expressed in units of pKa — the lower the pKa, the stronger the acid. Among the hydrocarbons, terminal alkynes have lower pKa values and are, therefore, more acidic. For example, the pKa values for ethane, ethene, and acetylene are 51, 44, and 25, respectively, as shown here.
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
![The Synthesis of [Sn10SiSiMe334]2- Using a Metastable SnI Halide Solution Synthesized via a Co-condensation Technique](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F54498.jpg&w=3840&q=50)
