Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes

We have developed a nickel-catalyzed hydroarylation of alkenes using aryl halides as coupling partners. Excellent anti-Markovnikov selectivity is achieved with aryl-substituted alkenes and enol ethers. We also show that hydroarylation occurs with alkyl substituted alkenes to yield linear products. P...

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Detalles Bibliográficos
Autores principales: Nguyen, Julia, Chong, Andrea, Lalic, Gojko
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6429615/
https://www.ncbi.nlm.nih.gov/pubmed/30996906
http://dx.doi.org/10.1039/c8sc05445b
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author Nguyen, Julia
Chong, Andrea
Lalic, Gojko
author_facet Nguyen, Julia
Chong, Andrea
Lalic, Gojko
author_sort Nguyen, Julia
collection PubMed
description We have developed a nickel-catalyzed hydroarylation of alkenes using aryl halides as coupling partners. Excellent anti-Markovnikov selectivity is achieved with aryl-substituted alkenes and enol ethers. We also show that hydroarylation occurs with alkyl substituted alkenes to yield linear products. Preliminary examination of the reaction mechanism suggests irreversible hydrometallation as the selectivity determining step of the hydroarylation.
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spelling pubmed-64296152019-04-17 Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes Nguyen, Julia Chong, Andrea Lalic, Gojko Chem Sci Chemistry We have developed a nickel-catalyzed hydroarylation of alkenes using aryl halides as coupling partners. Excellent anti-Markovnikov selectivity is achieved with aryl-substituted alkenes and enol ethers. We also show that hydroarylation occurs with alkyl substituted alkenes to yield linear products. Preliminary examination of the reaction mechanism suggests irreversible hydrometallation as the selectivity determining step of the hydroarylation. Royal Society of Chemistry 2019-02-13 /pmc/articles/PMC6429615/ /pubmed/30996906 http://dx.doi.org/10.1039/c8sc05445b Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Nguyen, Julia
Chong, Andrea
Lalic, Gojko
Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes
title Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes
title_full Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes
title_fullStr Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes
title_full_unstemmed Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes
title_short Nickel-catalyzed anti-Markovnikov hydroarylation of alkenes
title_sort nickel-catalyzed anti-markovnikov hydroarylation of alkenes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6429615/
https://www.ncbi.nlm.nih.gov/pubmed/30996906
http://dx.doi.org/10.1039/c8sc05445b
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AT chongandrea nickelcatalyzedantimarkovnikovhydroarylationofalkenes
AT lalicgojko nickelcatalyzedantimarkovnikovhydroarylationofalkenes

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