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  • Gold-catalyzed cyclizations of cis-enediynes: insights into the nature of gold-aryne interactions.

Gold-catalyzed cyclizations of cis-enediynes: insights into the nature of gold-aryne interactions.

Angewandte Chemie (International ed. in English) (2013-06-22)
Youliang Wang, Akop Yepremyan, Subir Ghorai, Robert Todd, Donald H Aue, Liming Zhang
要旨

Golden aryne? Gold aryne complexes are inferred as transition states in dual gold-catalyzed cyclizations of cis-enediynes (see scheme; DCE = 1,2-dichloroethane). They are better described as ortho-aurophenyl cations, which react with weak nucleophiles and undergo facile intramolecular insertions into C(sp(3))-H bonds. Indanes, fused heteroarenes, and phenol derivatives are readily prepared using this method.

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Sigma-Aldrich
[2-(Dicyclohexylphosphino)-3,6-dimethoxy-2′,4′,6′-triisopropyl-1,1′-biphenyl]gold(I) bis(trifluoromethanesulfonyl)imide