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Catalysts 2017, 7(12), 365; doi:10.3390/catal7120365

Ene-yne Cross-Metathesis for the Preparation of 2,3-Diaryl-1,3-dienes

1
Laboratory of Therapeutic Substances Obtention (LOST), Department of Chemistry, Université Frères Mentouri Constantine, Chaabet Ersas Campus, Constantine 25000, Algeria
2
UMR6226 CNRS, Institut des Sciences Chimiques de Rennes, Université de Rennes 1, Organometallics: Materials and Catalysis, Centre for Catalysis and Green Chemistry, Campus de Beaulieu, 35042 Rennes CEDEX, France
*
Authors to whom correspondence should be addressed.
Received: 10 November 2017 / Revised: 20 November 2017 / Accepted: 21 November 2017 / Published: 27 November 2017
(This article belongs to the Special Issue Catalysis of Olefin Metathesis)
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Abstract

Ene-yne cross-metathesis from alkynes and ethylene is a useful method to produce substituted conjugated butadiene derivatives. If this method has been used with aliphatic alkynes, it has however never been used starting from diarylacetylenes as internal alkynes. We show that the ene-yne cross-metathesis catalyzed by the second generation Hoveyda ruthenium catalyst provides the 2,3-diarylbuta-1,3-dienes under 3 atm of ethylene at 100 °C. The scope and limitations of the reaction have been evaluated starting from unsymmetrical functionalized diarylacetylene derivatives hence leading to unsymmetrical 2,3-diarylbuta-1,3-dienes in a straightforward and environmentally acceptable manner. View Full-Text
Keywords: 1,3-dienes; ene-yne metathesis; ruthenium catalysis 1,3-dienes; ene-yne metathesis; ruthenium catalysis
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Abderrezak, M.K.; Kabouche, Z.; Bruneau, C.; Fischmeister, C. Ene-yne Cross-Metathesis for the Preparation of 2,3-Diaryl-1,3-dienes. Catalysts 2017, 7, 365.

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