Related Experiment Video
Updated: Sep 22, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Stereoselective Copolymerization of Butadiene and Functionalized 1,3-Dienes
Hannes Leicht1, Inigo Göttker-Schnetmann1, Stefan Mecking1
1Chair of Chemical Materials Science, Department of Chemistry, University of Konstanz, 78464 Konstanz, Germany.
Abstract:
[(Mesitylene)nickel(allyl)+][BArF4-] (Ni-1) catalyzes the 1,4-cis selective copolymerization of isoprene and 1,3-butadiene with 15 (RO)3Si-, R2N-, RSO2-, RSO2NH-, and (RO)2B-functionalized 1,3-dienes. Incorporation of the functionalized 1,3-diene occurs very efficiently with high comonomer conversions, as observed, for example, for copolymerizations of 1,3-butadiene with (EtO)3Si(CH2)3C(═CH2)CH═CH2 (1), PhS(O)2(CH2)3C(═CH2)-CH═CH2 (7), or (pinB)C(═CH2)C(CH3)═CH2 (15), while copolymerization rates vary from strongly to slightly decreased when compared to butadiene homopolymerizations.
Related Concept Videos
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
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.
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...
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene
Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene

