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Coinage Metal Complexes of Chiral N‐Heterocyclic Carbene Ligands: Syntheses and Applications in Asymmetric Catalysis
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2020-01-21 , DOI: 10.1002/adsc.201900859
Srinivasa Budagumpi 1 , Rangappa S. Keri 1 , Gautam Achar 1 , K. N. Brinda 1
Affiliation  

Chiral N‐heterocyclic carbenes (NHCs) have become ligands of choice due to their remarkable catalytic activity in organic transformation reactions. Combining the chiral NHC ligand family and coinage metals became a productive area of research. The organometallic chemistry of coinage metals with the chiral N‐heterocyclic carbene (NHC) ligands is reviewed, with a special emphasis on the synthesis, characterization and possible applications obtained. Significant sections are devoted to the various recently developed coinage metal‐chiral NHC complexes and a detailed comparison of their activities which aims to rationalize the structure–activity relationships. Various methods of preparations of coinage metal‐chiral NHC complexes along with some typical examples of reactivity and mechanisms are covered. Cu‐chiral NHC complexes involved in conjugated additions, allylic substitutions, boration of alkenes, hydrosilylation of ketones and formation of alkenes are covered, along with some remarkable examples and reactivity of Ag‐chiral NHC complexes. Finally, applications of Au‐chiral NHC complexes in the asymmetric cyclization of ester‐functionalized 1,6‐enynes, 1,6‐enyneamines and substituted propargyloxymethanes are also reviewed.

中文翻译:

手性N-杂环碳原子配体的造价金属络合物:合成及在不对称催化中的应用

手性N-杂环卡宾(NHC)由于在有机转化反应中具有显着的催化活性,已成为首选的配体。将手性NHC配体家族和造币金属相结合成为了一个富有成果的研究领域。综述了带有手性N-杂环卡宾(NHC)配体的造币金属的有机金属化学,特别强调了合成,表征和可能的应用。重要部分专门讨论了各种最近开发的造币金属-手性NHC复合物,并详细比较了它们的活性,目的是使结构-活性关系合理化。涵盖了各种制备造币金属-手性NHC配合物的方法,以及一些典型的反应性和机理实例。涵盖了共轭加成,烯丙基取代,烯烃硼酸化,酮的氢化硅烷化和烯烃形成等涉及的手性NHC复合物,以及Ag-手性NHC复合物的一些杰出实例和反应性。最后,还综述了手性NHC复合物在酯官能化的1,6-烯炔,1,6-烯炔胺和取代的炔丙氧基甲烷的不对称环化中的应用。
更新日期:2020-01-22
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