1,6-Enyne Cyclizations Catalyzed by N-Heterocyclic Carbene Supported Gold Complexes: Deconvoluting Sterics and Electronics

作者：Arumugam Kuppuswamy; Varghese Bibin; Brantley Johnathan N; Konda Sai S M; Lynch Vincent M; Bielawski Christopher W^*

来源：European Journal of Organic Chemistry, 2014, 2014(3): 493-497.

DOI：10.1002/ejoc.201301137

• N-heterocyclic carbenes
• Gold
• Isomerization
• Enynes
• Steric hindrance

A series of N-heterocyclic carbene (NHC) supported gold(I) complexes were synthesized, characterized in solution as well as in the solid state, and examined as precatalysts for 1,6-enyne cycloisomerization reactions. The product mixtures obtained for a variety of 1,6-enyne isomerizations were governed primarily by the electronic properties of the aforementioned precatalysts. In particular, precatalysts containing electronic-rich NHC ligands showed increased selectivity for bicyclic products, whereas analogous precatalysts supported by electron-deficient NHCs preferentially afforded olefinic products.

• 出版日期2014-1