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Ru(0)-Catalyzed Straightforward Synthesis of Conjugated Tetraenes: An Approach using Two Internal Alkynes with 1,3-Butadiene

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The Ru(0)-catalyzed straightforward synthesis of conjugated tetraenes has been achieved in up to 85% yield by coupling of 2 equiv of internal alkynes with 1,3-butadiene at room temperature. The stoichiometric… Click to show full abstract

The Ru(0)-catalyzed straightforward synthesis of conjugated tetraenes has been achieved in up to 85% yield by coupling of 2 equiv of internal alkynes with 1,3-butadiene at room temperature. The stoichiometric reaction of [Ru(η4-cisoid-1,3-butadiene)(η4-1,5-COD)(NCMe)] with 2 equiv of 3-hexyne produces a tetraene complex of Ru(0), [Ru{3–6-η4-(3E,5E,7E,9E)-4,9-diethyldodeca-3,5,7,9-tetraene}(η4-1,5-COD)(NCMe)], in 98% yield, which releases the conjugated tetraene ligand in 92% yield by exposure to 1,3-butadiene.

Keywords: synthesis conjugated; straightforward synthesis; internal alkynes; alkynes butadiene; conjugated tetraenes; catalyzed straightforward

Journal Title: Organometallics
Year Published: 2018

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