We report herein the synthesis, spectroscopic and structural characterization of a series of NHC-stabilized copper aryl complexes (NHC = N-heterocyclic carbene) of the type [Cu(NHC)(Ar)] 1–5, 7–22 with various aryl ligands (4-Me-C₆H₄, 4-MeO-C₆H₄, 2,4,6-Me₃C₆H₂, C6F5, 4-CF₃-C₆H₄, (3,5-(CF3)2C6H3), 2,3,5,6-Me₄-C₆H, 2,6-iPr₂-C₆H₃, C6Me5) and NHCs (IiPr, ItBu, IMes, IPr). Three different synthetic routes were used to obtain these complexes: (i) reaction of a copper(I) aryl complex with a free NHC; (ii) reaction of an NHC-stabilized copper(I) chloride with a Grignard reagent, which is one important step in Kumada-Tamao-Corriu type cross-coupling reactions; and (iii) reaction of an NHC-stabilized copper(I) alkoxide with an organoboronic ester, which represents an important step in Suzuki-Miyaura type cross-coupling reactions. The latter process was investigated in detail by VT-NMR experiments using [Cu(IPr)(OtBu)] and 4-CF₃-C₆H₄Bpin as an example, revealing the formation of an adduct (A) as a reaction intermediate. Furthermore, the reactivity of the [Cu(NHC)(Ar)] complexes towards aryl halides was investigated.

我们报告本文中的合成，一系列NHC稳定铜芳配合物的光谱和结构表征（NHC = Ñ类型[铜（NHC）（Ar）的]的-杂环卡宾）1 - 5,7 - 22与各种芳基配体（4-ME-C ₆ H ^ ₄，4-的MeO-C ₆ H ^ ₄，2,4,6-ME ₃ c ^ ₆ ħ ₂，C 6 F 5，4-CF ₃ -C ₆ H ^ ₄，（3,5- （CF3）2C6H3），2,3,5,6-Me ₄ -C ₆ H，2,6- i Pr ₂ -C ₆ H ₃，C6Me5）和NHC（I i Pr，I t Bu，IMes，IPr）。使用三种不同的合成途径获得这些配合物：（i）铜（I）芳基配合物与游离NHC反应；（ii）NHC稳定的氯化铜（I）与Grignard试剂的反应，这是Kumada-Tamao-Corriu型交叉偶联反应中的重要一步；（iii）NHC稳定的醇铜（I）与有机硼酸酯的反应，这是Suzuki-Miyaura型交叉偶联反应中的重要一步。使用[Cu（IPr）（O t Bu）]和4-CF ₃ -C ₆ H ₄ Bpin作为例子，通过VT-NMR实验详细研究了后一过程，揭示了加合物（A）作为反应中间体。此外，研究了[Cu（NHC）（Ar）]配合物对芳基卤化物的反应性。