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

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https://figshare.com/articles/dataset/Chiral_N_Heterocyclic_Carbene_Gold_Complexes_Synthesis_Properties_and_Application_in_Asymmetric_Catalysis/2461846
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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.
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2012-12-10
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