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Cobalt‐Catalyzed E ‐Selective Cross‐Dimerization of Terminal Alkynes: A Mechanism Involving Cobalt(0/II) Redox Cycles
Author(s) -
Ueda Yohei,
Tsurugi Hayato,
Mashima Kazushi
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201913835
Subject(s) - cobalt , chemistry , catalysis , steric effects , catalytic cycle , propyne , medicinal chemistry , redox , stereochemistry , terminal (telecommunication) , reaction mechanism , photochemistry , organic chemistry , telecommunications , computer science
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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