Chiral N-Heterocyclic Carbene Gold Complexes: Synthesis, Properties, and Application in Asymmetric Catalysis

Article Article scientifique Article Chiral N-Heterocyclic Carbene Gold Complexes: Synthesis, Properties, and Application in Asymmetric Catalysis eng 2012 author Banerjee Dipshikha 682531 author Buzas Andréa Krisztina 711106 author Besnard Céline 682138 author Kundig Ernst Peter 26401 8348-8354 10.1021/om300917m 0276-7333 Nine new N-heterocyclic carbene gold chloride complexes (10–18) were synthesized starting from bulky chiral imidazolium salts (1–9) developed in this laboratory. Full characterization of all complexes, including the X-ray structures of gold(I)(1,3-bis((S)-1-(2-methoxyphenyl)-2,2-dimethylpropyl)-1H-imidazol-2(3H)-ylidene) chloride (13) and gold(I)(1,3-bis((S)-2,2-dimethyl-1-(naphthalen-1-yl)propyl)-1H-imidazol-2(3H)-ylidene) chloride (16), is reported. The complexes 10–18 were applied in the methoxycyclization of 1,6-enynes using AgNTf2 as an additive. Synthesis of the N-heterocyclic carbene gold triflimidate (19) was achieved by treating complex 12 with AgNTf2. The complex gold(I)(1,3-bis((R)-1-(2-methoxyphenyl)-2,2-dimethylpropyl)imidazolidin-2-ylidene)(1,1,1-trifluoro-N-(trifluoromethylsulfonyl)methylsulfonamido) (19) was isolated and spectroscopically and structurally (X-ray) characterized. Dewey 540 36 Département de chimie organique 141 false Organometallics 31 23 62564c53-c277-4e74-9284-c82f2d4f7da0 Article (Published version) Restricted om300917m.pdf 1040062 application/pdf restrictedAccess Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

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Chiral N-Heterocyclic Carbene Gold Complexes: Synthesis, Properties, and Application in Asymmetric Catalysis	Organometallics			2012	689	0

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Buzas, Andréa Krisztina