Related Experiment Video
Updated: Jun 22, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Synthesis and ligand properties of a persistent, all-carbon four-membered-ring allene
Mohand Melaimi1, Pattiyil Parameswaran, Bruno Donnadieu
1UCR-CNRS Joint Research Chemistry Laboratory (UMI 2957), Department of Chemistry, University of California, Riverside, CA 92521-0403, USA.
Abstract:
A single donor substituent at each terminus is sufficient to make the CCC skeleton of allenes very flexible and give carbon(0) character to the central carbon atom. This allows the synthesis of a four-membered carbocyclic allene, which can be doubly protonated and behaves as a very strong eta(1)-donor ligand for transition metals (see scheme).
Related Concept Videos
Aromatic Hydrocarbon Anions: Structural Overview
Due to the absence of continuous overlap of p...
Structure and Bonding of Alkenes
Doubly bonded carbons are sp2 hybridized and have a trigonal planar geometry. The double bond is composed of a σ bond formed by the overlap of hybrid orbitals and a π bond produced by the lateral overlap of unhybridized 2p orbitals on both the carbons. Each carbon atom is bonded to two hydrogen atoms...
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Structure and Physical Properties of Alkynes
In nature, compounds containing both carbon and hydrogen are known as "hydrocarbons". Aliphatic hydrocarbons are compounds whose molecules contain saturated single bonds (i.e., alkanes) or unsaturated double or triple bonds. Alkenes contain carbon–carbon double bonds and have a structural formula CnH2n. Unsaturated hydrocarbons containing carbon–carbon triple bonds are called "alkynes" and are structurally represented by the formula CnH2n-2.
The simplest alkyne is ethyne, or...
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...
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

