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 in | Chemistry : a European journal Vol. 19; no. 30; pp. 9807 - 9810 |
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Main Authors | , , |
Format | Journal Article |
Language | English |
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Weinheim
WILEY-VCH Verlag
22.07.2013
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ISSN | 0947-6539 1521-3765 1521-3765 |
DOI | 10.1002/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. |
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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 |
Author_xml | – sequence: 1 givenname: Sabrina surname: Baader fullname: Baader, Sabrina organization: Fachbereich Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Straße 54, 67663 Kaiserslautern (Germany), Fax: (+49) 631-205-3921 – sequence: 2 givenname: Dominik M. surname: Ohlmann fullname: Ohlmann, Dominik M. organization: Fachbereich Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Straße 54, 67663 Kaiserslautern (Germany), Fax: (+49) 631-205-3921 – sequence: 3 givenname: Lukas J. surname: Gooßen fullname: Gooßen, Lukas J. email: goossen@chemie.uni-kl.de organization: Fachbereich Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Straße 54, 67663 Kaiserslautern (Germany), Fax: (+49) 631-205-3921 |
BackLink | https://www.ncbi.nlm.nih.gov/pubmed/23776109$$D View this record in MEDLINE/PubMed |
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Keywords | olefin metathesis PALLADIUM CATALYZED VINYLATION renewable resources ethenolysis isomerization RUTHENIUM METHYL OLEATE ARYLBORONIC ACIDS CROSS-COUPLING REACTIONS ORGANIC HALIDES styrenes DERIVATIVES GRIGNARD-REAGENTS |
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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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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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