Generation of Stoichiometric Ethylene and Isotopic Derivatives and Application in Transition Metal-Catalyzed Vinylation and Enyne Metathesis

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Generation of Stoichiometric Ethylene and Isotopic Derivatives and Application in Transition Metal-Catalyzed Vinylation and Enyne Metathesis. / Min, Geanna; Bjerglund, Klaus Meier; Kramer, Søren; Gøgsig, Thomas; Lindhardt, Anders Thyboe; Skrydstrup, Troels.

In: Chemistry: A European Journal, Vol. 19, No. 51, 16.12.2013, p. 17603–17607.

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaperJournal articleResearchpeer-review

Harvard

Min, G, Bjerglund, KM, Kramer, S, Gøgsig, T, Lindhardt, AT & Skrydstrup, T 2013, 'Generation of Stoichiometric Ethylene and Isotopic Derivatives and Application in Transition Metal-Catalyzed Vinylation and Enyne Metathesis' Chemistry: A European Journal, vol. 19, no. 51, pp. 17603–17607. https://doi.org/10.1002/chem.201303668

APA

Min, G., Bjerglund, K. M., Kramer, S., Gøgsig, T., Lindhardt, A. T., & Skrydstrup, T. (2013). Generation of Stoichiometric Ethylene and Isotopic Derivatives and Application in Transition Metal-Catalyzed Vinylation and Enyne Metathesis. Chemistry: A European Journal, 19(51), 17603–17607. https://doi.org/10.1002/chem.201303668

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MLA

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Author

Min, Geanna ; Bjerglund, Klaus Meier ; Kramer, Søren ; Gøgsig, Thomas ; Lindhardt, Anders Thyboe ; Skrydstrup, Troels. / Generation of Stoichiometric Ethylene and Isotopic Derivatives and Application in Transition Metal-Catalyzed Vinylation and Enyne Metathesis. In: Chemistry: A European Journal. 2013 ; Vol. 19, No. 51. pp. 17603–17607.

Bibtex

@article{a00fb00673944a2e86c19773ed425aa4,
title = "Generation of Stoichiometric Ethylene and Isotopic Derivatives and Application in Transition Metal-Catalyzed Vinylation and Enyne Metathesis",
abstract = "Ethylene is one of the most important building blocks in industry for the production of polymers and commodity chemicals. 13C- and D-isotope-labeled ethylenes are also valuable reagents with applications ranging from polymer-structure determination, reaction-mechanism elucidation to the preparation of more complex isotopically labeled compounds. However, these isotopic derivatives are expensive, and are flammable gases, which are difficult to handle. We have developed a method for the controlled generation of ethylene and its isotopic variants including, for the first time, fully isotopically labeled ethylene, from simple alkene precursors by using Ru catalysis. Applying a two-chamber reactor allows both the synthesis of ethylene and its immediate consumption in a chemical transformation permitting reactions to be performed with only stoichiometric amounts of this two carbon olefin. This was demonstrated in the Ni-catalyzed Heck reaction with aryl triflates and benzyl chlorides, as well as Ru-mediated enyne metathesis.",
author = "Geanna Min and Bjerglund, {Klaus Meier} and S{\o}ren Kramer and Thomas G{\o}gsig and Lindhardt, {Anders Thyboe} and Troels Skrydstrup",
year = "2013",
month = "12",
day = "16",
doi = "10.1002/chem.201303668",
language = "English",
volume = "19",
pages = "17603–17607",
journal = "Chemistry: A European Journal",
issn = "0947-6539",
publisher = "Wiley - V C H Verlag GmbH & Co. KGaA",
number = "51",

}

RIS

TY - JOUR

T1 - Generation of Stoichiometric Ethylene and Isotopic Derivatives and Application in Transition Metal-Catalyzed Vinylation and Enyne Metathesis

AU - Min, Geanna

AU - Bjerglund, Klaus Meier

AU - Kramer, Søren

AU - Gøgsig, Thomas

AU - Lindhardt, Anders Thyboe

AU - Skrydstrup, Troels

PY - 2013/12/16

Y1 - 2013/12/16

N2 - Ethylene is one of the most important building blocks in industry for the production of polymers and commodity chemicals. 13C- and D-isotope-labeled ethylenes are also valuable reagents with applications ranging from polymer-structure determination, reaction-mechanism elucidation to the preparation of more complex isotopically labeled compounds. However, these isotopic derivatives are expensive, and are flammable gases, which are difficult to handle. We have developed a method for the controlled generation of ethylene and its isotopic variants including, for the first time, fully isotopically labeled ethylene, from simple alkene precursors by using Ru catalysis. Applying a two-chamber reactor allows both the synthesis of ethylene and its immediate consumption in a chemical transformation permitting reactions to be performed with only stoichiometric amounts of this two carbon olefin. This was demonstrated in the Ni-catalyzed Heck reaction with aryl triflates and benzyl chlorides, as well as Ru-mediated enyne metathesis.

AB - Ethylene is one of the most important building blocks in industry for the production of polymers and commodity chemicals. 13C- and D-isotope-labeled ethylenes are also valuable reagents with applications ranging from polymer-structure determination, reaction-mechanism elucidation to the preparation of more complex isotopically labeled compounds. However, these isotopic derivatives are expensive, and are flammable gases, which are difficult to handle. We have developed a method for the controlled generation of ethylene and its isotopic variants including, for the first time, fully isotopically labeled ethylene, from simple alkene precursors by using Ru catalysis. Applying a two-chamber reactor allows both the synthesis of ethylene and its immediate consumption in a chemical transformation permitting reactions to be performed with only stoichiometric amounts of this two carbon olefin. This was demonstrated in the Ni-catalyzed Heck reaction with aryl triflates and benzyl chlorides, as well as Ru-mediated enyne metathesis.

U2 - 10.1002/chem.201303668

DO - 10.1002/chem.201303668

M3 - Journal article

VL - 19

SP - 17603

EP - 17607

JO - Chemistry: A European Journal

JF - Chemistry: A European Journal

SN - 0947-6539

IS - 51

ER -