Cobalt-Catalyzed E-Selective Cross-Dimerization of Terminal Alkynes: A Mechanism Involving Cobalt(0/II) Redox Cycles
Yohei Ueda
Department of Chemistry, Graduate School of Engineering Science, Osaka University, Toyonaka, Osaka, Japan
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Prof. Dr. Hayato Tsurugi
Department of Chemistry, Graduate School of Engineering Science, Osaka University, Toyonaka, Osaka, Japan
Search for more papers by this authorCorresponding Author
Prof. Dr. Kazushi Mashima
Department of Chemistry, Graduate School of Engineering Science, Osaka University, Toyonaka, Osaka, Japan
Search for more papers by this authorYohei Ueda
Department of Chemistry, Graduate School of Engineering Science, Osaka University, Toyonaka, Osaka, Japan
Search for more papers by this authorCorresponding Author
Prof. Dr. Hayato Tsurugi
Department of Chemistry, Graduate School of Engineering Science, Osaka University, Toyonaka, Osaka, Japan
Search for more papers by this authorCorresponding Author
Prof. Dr. Kazushi Mashima
Department of Chemistry, Graduate School of Engineering Science, Osaka University, Toyonaka, Osaka, Japan
Search for more papers by this authorAbstract
A highly E-selective cross-dimerization of terminal alkynes with either terminal silylacetylenes, tert-butylacetylene, or 1-trimethylsilyloxy-1,1-diphenyl-2-propyne in the presence of a dichlorocobalt(II) complex bearing a sterically demanding 2,9-bis(2,4,6-triisopropylphenyl)-1,10-phenanthroline, activated with two equivalents of EtMgBr, gives a variety of (E)-1,3-enynes. A well-characterized diolefin/cobalt(0) complex, with divinyltetramethyldisiloxane, acted as a catalytically active species without any activation, clearly indicating that a cobalt(0) species is involved in the catalytic cycle.
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