Related Experiment Video
Updated: Jan 20, 2026

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron
Published on: August 12, 2019
Rhodium-catalyzed Z-alkenylation of gem-difluoropropenes: access to fluorinated (1Z,4Z)-dienes
Jiang-Min Yan1, Kai-Xian Ma1, Rui-Hong Chen1
1School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China. liuschop@swu.edu.cn.
Abstract:
An effective method for constructing thermodynamically unstable 1Z,4Z-dienes via Rh-catalysed cross-coupling of allylic gem-difluorides with tertiary Z-allylic alcohols has been developed. The fluoride elimination of the gem-difluoride propenes and β-Z-alkenyl elimination of the tertiary Z-allylic alcohols have been combined smoothly. This transformation furnishes a series of fluorinated (1Z,4Z)-dienes in moderate-to-high yields under mild conditions, exhibiting broad substrate scope, excellent functional group tolerance, and excellent chemo- and regioselectivity.
Related Concept Videos
07:56Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyl(tropone)iron
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,...
10:32Mitochondria-associated ER Membranes (MAMs) and Glycosphingolipid Enriched Microdomains (GEMs): Isolation from Mouse Brain
Structure of Conjugated Dienes
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...
Stability of Conjugated Dienes
A comparison of the enthalpies of hydrogenation of dienes reveals that conjugated dienes release less heat on hydrogenation, rendering them more stable than their nonconjugated analogs.
Palladium-Catalyzed Cross Coupling
This experiment will demonstrate the concept of a palladium-catalyzed cross coupling. The set-up of a typical Pd-catalyzed cross coupling reaction will be illustrated. Pd-catalyzed cross coupling reactions have had a profound effect on how synthetic chemists create molecules. These reactions have enabled chemists to construct bonds in new and more efficient ways. Such reactions have found widespread...
