2019
DOI: 10.3390/inorganics7050065
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Transmetalation from Magnesium–NHCs—Convenient Synthesis of Chelating π-Acidic NHC Complexes

Abstract: The synthesis of chelating N-heterocyclic carbene (NHC) complexes with considerable π-acceptor properties can be a challenging task. This is due to the dimerization of free carbene ligands, the moisture sensitivity of reaction intermediates or reagents, and challenges associated with the workup procedure. Herein, we report a general route using transmetalation from magnesium–NHCs. Notably, this route gives access to transition-metal complexes in quantitative conversion without the formation of byproducts. It t… Show more

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Cited by 6 publications
(4 citation statements)
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“…Moreover, softer alternatives have been also developed. More precisely, metals such as silver [52] or magnesium [53] can be used to form a metal–NHC intermediate, from which transmetalation may occur. Interestingly, these reactions can be performed at room temperature, and problems of carbene dimerization are greatly reduced.…”
Section: Synthesis Of Feii Complexes With Bidentate Pyridyl‐nhc Ligandsmentioning
confidence: 99%
“…Moreover, softer alternatives have been also developed. More precisely, metals such as silver [52] or magnesium [53] can be used to form a metal–NHC intermediate, from which transmetalation may occur. Interestingly, these reactions can be performed at room temperature, and problems of carbene dimerization are greatly reduced.…”
Section: Synthesis Of Feii Complexes With Bidentate Pyridyl‐nhc Ligandsmentioning
confidence: 99%
“…At the same time, NHCs are less common ligands in the chemistry of electropositive and hard Lewis acidic s- and f-block metals, and the reactivity of these compounds is therefore underexplored in comparison to late transition metal analogues. One of the factors hindering the progress of this field is that it is weaker compared to the d-block analogue M–NHC bonding. Meanwhile, tethering a carbene fragment with functionalities that form tight bonds with main group metals and lanthanides proved to be an efficient approach to blocking lability of the NHC ligand and increasing stability of the complexes due to the chelating effect. The use of tridentate and especially pincer NHCs in the chemistry of alkaline earth and Ln­(II) metals was limited to only a few publications, and the design of ligand platforms suitable for coordination to these ions still remains important. Analysis of a series of NHCs functionalized with hard Lewis basic N-containing groups successfully employed in the chemistry of d-transition metals fixed our attention on picolyl-NHC ligands. ,, These ligands seem to be attractive candidates due to their straightforward synthesis and modifiable steric and electronic properties.…”
Section: Introductionmentioning
confidence: 99%
“…I 图式 14 络合物 53 催化苄基铵盐与芳基硼酸的交叉偶联反应 Scheme 14 Cross-coupling reaction of benzylammonium salt with arylboronic acid catalyzed by complex 53 CO 的催化研究表明, 与 N-甲基取代咪唑衍生的 NHC-Ru 络合物 58 和 59 相比, N-苯基取代苯并咪唑衍生的 NHC-Ru 络合物 55 和 57 具有更高的催化活性, 其中络 合物 57 为已报道的催化速率最快、最持久的光敏催化 剂. 本研究为光化学电池研发及太阳能燃料的开发应用 提供重要依据.Munz 小组[22] 在进行 2,6-吡啶桥联苯并咪唑双鎓盐和 2,6-吡啶桥联咪唑啉双鎓盐 60 金属化时, 发现了一种 通过 C N H C NC N H C 钳形 NHC-Mg 络合物 61 合成 C NHC NC NHC 钳形 NHC-Pd 络合物 62、 NHC-Fe 络合物 63 的新途径(Scheme 16). 该方法中 NHC-Mg 络合物 61 的 生成及后续金属转移反应转化率都比较高, 与传统 图式 15 络合物 54~57 的合成 Scheme 15 Synthesis of complexes 54~57…”
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