Cobalt-Catalyzed Cross Addition of Silylacetylenes to Internal Alkynes Tetsuya Sakurada Yu-ki Sugiyama Sentaro Okamoto 10.1021/jo400064b.s001 https://acs.figshare.com/articles/journal_contribution/Cobalt_Catalyzed_Cross_Addition_of_Silylacetylenes_to_Internal_Alkynes/2422306 A CoCl<sub>2</sub>·6H<sub>2</sub>O/Zn reagent using 2-(2,6-diisopropylphenyl)­iminomethylpyridine (dipimp), 1,2-bis­(diphenylphosphino)­ethane (dppe), or 1,2-bis­(diphenylphosphino)­benzene (dppPh) as a ligand effectively catalyzed the cross-addition reaction of silylacetylene to internal alkynes. The reaction of some unsymmetrical internal alkynes, such as 3-arylpropargyl alcohols, proceeded in a highly regioselective manner in the presence of dppe or dppPh but gave a nearly 1:1 mixture of regioisomers in the presence of dipimp. The results of reactions using 1-deuterated 2-silylacetylene revealed that the reaction involves a direct oxidative addition of the silylacetylenic C–H bond to cobalt. 2016-02-19 11:20:06 dipimp dppPh alkyne presence regioselective manner silylacetylene bi dppe oxidative addition