6089-00-5Relevant academic research and scientific papers
Synthesis of 1,3-Diynes via Cadiot-Chodkiewicz Coupling of Volatile, in Situ Generated Bromoalkynes
Knutson, Phil C.,Fredericks, Haleigh E.,Ferreira, Eric M.
, p. 6845 - 6849 (2018)
A convenient Cadiot-Chodkiewicz protocol that facilitates the use of low molecular weight alkyne coupling partners is described. The method entails an in situ elimination from a dibromoolefin precursor and immediate subjection to copper-catalyzed conditions, circumventing the hazards of volatile brominated alkynes. The scope of this method is described, and the internal 1,3-diyne products are preliminarily evaluated in ruthenium-catalyzed azide-alkyne cycloadditions.
Catalytic metathesis of conjugated diynes
Lysenko, Sergej,Volbeda, Jeroen,Jones, Peter G.,Tamm, Matthias
supporting information; experimental part, p. 6757 - 6761 (2012/08/13)
The tungsten benzylidyne complex [PhC≡W{OSi(OtBu)3} 3] efficiently catalyzes the metathesis of conjugated diynes and ring-closing diyne metathesis (see scheme). Although this reaction implies C-C single-bond activation, 13C labeling studies reveal that it proceeds by classical alkylidyne group exchange and involves cleavage and formation of carbon-carbon triple bonds. Copyright
