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- Bielawski, Christopher W.
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1,6-Enyne Cyclizations Catalyzed by N-Heterocyclic Carbene Supported Gold Complexes: Deconvoluting Sterics and Electronics
- Author(s)
- Arumugam, Kuppuswamy, Varghese, Bibin, Brantley, Johnathan N., Konda, Sai S. M., Lynch, Vincent M., Bielawski, Christopher W.
- Issued Date
- 2014-01
- Citation
- EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v.2014, no.3, pp.493 - 497
- Abstract
- 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.
- Publisher
- WILEY-V C H VERLAG GMBH
- ISSN
- 1434-193X
- Keyword (Author)
- N-heterocyclic carbenes, Gold, Isomerization, Enynes, Steric hindrance
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