Related Experiment Video
Updated: Aug 8, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
3-Bromopentadienylsilane: A new reagent for the introduction of a functional pentadienyl unit with fixed
1Laboratoire de Synthese Organique associe au CNRS (ESA 6009), Faculte des Sciences de Saint Jerome, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France.
Abstract:
The (Z)-1-trimethylsilyl-3-bromopenta-2,4-diene 3 was prepared through a sequence involving the reductive silylation of butadiene, dibromocarbene addition on the resulting disilane 1, and thermolytic ring opening. With aldehydes, this new pentadienylsilane reacts exclusively via an S(E)' ' pathway. In the presence of an alcohol or a carbamate under Lewis acid activation, 3 yields, respectively, bromopentadienyl ethers or bromopentadienyl-protected amines.
More Related Videos
09:45Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
Published on: March 20, 2017
07:50Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Related Concept Videos
Preparation and Reactions of Sulfides
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
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...
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene