Related Experiment Video
Updated: Jul 17, 2026

A Protocol for Safe Lithiation Reactions Using Organolithium Reagents
Published on: November 12, 2016
Silynes (RC≡SiR') and Disilynes (RSi≡SiR'): Why Are Less Bonds Worth Energetically More?
David Danovich1, François Ogliaro1, Miriam Karni2
1The Department of Organic Chemistry and The Lise Meitner-Minerva Center for Computational Quantum Chemistry The Hebrew University, 91904 Jerusalem (Israel) Fax: (+972) 2-6584680.
Abstract:
Bond stabilization through bending! Valence bond analysis shows that the σ frames of 1-3 (1: E = Si, E' = C; 2: E = E' = Si; 3: E = E' = C) are stabilized by trans bending (B), while π bonding is weakened. In acetylene (3) π bonding overrides the σ frame and establishes a linear molecule (3 L). In contrast, the σ frames dominate in silyne (1) and disilyne (2) and lead to trans-bent structures (1 B and 2 B).
Related Concept Videos
Lewis Structures of Molecular Compounds and Polyatomic Ions
Valence Bond Theory
Molecular Orbital Theory II
Valence Bond Theory
Chemical Bonds
Atoms participate in a chemical bond formation to acquire a completed valence-shell electron configuration similar to that of the noble gas nearest to it in atomic number. Ionic, covalent, and metallic bonds are some of the important types of chemical bonds. Bond energy and bond length determine the strength of a chemical bond.
Types of Chemical Bonds
An ionic bond is formed due to electrostatic attraction between cations and anions. Often, the ions are formed by the transfer of electrons from...
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, the...

