Isomerizing Ethenolysis as an Efficient Strategy for Styrene Synthesis

A shrinking chain: A bimetallic system consisting of [{Pd(μ‐Br)(tBu3P)}2] and a ruthenium metathesis catalyst has been found to efficiently promote the cross‐metathesis between substituted alkenes and ethylene, while continuously migrating the double bond along the alkenyl chain (see scheme). When a...

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Published inChemistry : a European journal Vol. 19; no. 30; pp. 9807 - 9810
Main Authors Baader, Sabrina, Ohlmann, Dominik M., Gooßen, Lukas J.
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 22.07.2013
WILEY‐VCH Verlag
Wiley
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ISSN0947-6539
1521-3765
1521-3765
DOI10.1002/chem.201301336

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Abstract A shrinking chain: A bimetallic system consisting of [{Pd(μ‐Br)(tBu3P)}2] and a ruthenium metathesis catalyst has been found to efficiently promote the cross‐metathesis between substituted alkenes and ethylene, while continuously migrating the double bond along the alkenyl chain (see scheme). When alkenylarenes, such as the natural products eugenol, safrol, or estragol, were treated with this catalyst under an ethylene atmosphere, they were cleanly converted into the corresponding styrenes and propylene gas.
AbstractList A shrinking chain: A bimetallic system consisting of [{Pd(μ-Br)(tBu3P)}2] and a ruthenium metathesis catalyst has been found to efficiently promote the cross-metathesis between substituted alkenes and ethylene, while continuously migrating the double bond along the alkenyl chain (see scheme). When alkenylarenes, such as the natural products eugenol, safrol, or estragol, were treated with this catalyst under an ethylene atmosphere, they were cleanly converted into the corresponding styrenes and propylene gas.A shrinking chain: A bimetallic system consisting of [{Pd(μ-Br)(tBu3P)}2] and a ruthenium metathesis catalyst has been found to efficiently promote the cross-metathesis between substituted alkenes and ethylene, while continuously migrating the double bond along the alkenyl chain (see scheme). When alkenylarenes, such as the natural products eugenol, safrol, or estragol, were treated with this catalyst under an ethylene atmosphere, they were cleanly converted into the corresponding styrenes and propylene gas.
A shrinking chain: A bimetallic system consisting of [{Pd(μ-Br)(tBu3P)}2] and a ruthenium metathesis catalyst has been found to efficiently promote the cross-metathesis between substituted alkenes and ethylene, while continuously migrating the double bond along the alkenyl chain (see scheme). When alkenylarenes, such as the natural products eugenol, safrol, or estragol, were treated with this catalyst under an ethylene atmosphere, they were cleanly converted into the corresponding styrenes and propylene gas.
A shrinking chain: A bimetallic system consisting of [{Pd( mu -Br)(tBu sub(3)P)} sub(2)] and a ruthenium metathesis catalyst has been found to efficiently promote the cross-metathesis between substituted alkenes and ethylene, while continuously migrating the double bond along the alkenyl chain (see scheme). When alkenylarenes, such as the natural products eugenol, safrol, or estragol, were treated with this catalyst under an ethylene atmosphere, they were cleanly converted into the corresponding styrenes and propylene gas.
Author Ohlmann, Dominik M.
Gooßen, Lukas J.
Baader, Sabrina
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  surname: Baader
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  fullname: Ohlmann, Dominik M.
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  organization: Fachbereich Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Straße 54, 67663 Kaiserslautern (Germany), Fax: (+49) 631-205-3921
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Issue 30
Keywords olefin metathesis
PALLADIUM
CATALYZED VINYLATION
renewable resources
ethenolysis
isomerization
RUTHENIUM
METHYL OLEATE
ARYLBORONIC ACIDS
CROSS-COUPLING REACTIONS
ORGANIC HALIDES
styrenes
DERIVATIVES
GRIGNARD-REAGENTS
Language English
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Snippet A shrinking chain: A bimetallic system consisting of [{Pd(μ‐Br)(tBu3P)}2] and a ruthenium metathesis catalyst has been found to efficiently promote the...
A shrinking chain: A bimetallic system consisting of [{Pd(μ-Br)(tBu3P)}2] and a ruthenium metathesis catalyst has been found to efficiently promote the...
A shrinking chain: A bimetallic system consisting of [{Pd( mu -Br)(tBu sub(3)P)} sub(2)] and a ruthenium metathesis catalyst has been found to efficiently...
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StartPage 9807
SubjectTerms Alkenes
Bimetals
Bonding
Catalysts
Chains
Chemistry
Chemistry, Multidisciplinary
ethenolysis
Ethylene
isomerization
olefin metathesis
Physical Sciences
renewable resources
Ruthenium
Science & Technology
Strategy
Styrene
Styrenes
Title Isomerizing Ethenolysis as an Efficient Strategy for Styrene Synthesis
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