Mild and Efficient Synthesis of Diverse Organo-AuI -L Complexes in Green Solvents.,ChemSusChem

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Mild and Efficient Synthesis of Diverse Organo-AuI -L Complexes in Green Solvents.
ChemSusChem ( IF 7.5 ) Pub Date : 2020-03-03 , DOI: 10.1002/cssc.201903415
Fredric J L Ingner ₁ , Ann-Cathrin Schmitt ₁ , Andreas Orthaber ₂ , Paul J Gates ₃ , Lukasz T Pilarski ₁

Affiliation

An exceptionally mild and efficient method was developed for the preparation of (hetero)aryl-AuI -L complexes using ethanol or water as the reaction medium at room temperature and Ar-B(triol)K boronates as the transmetalation partner. The reaction does not need an exogeneous base or other additives, and quantitative yields can be achieved through a simple filtration as the only required purification method, which obviates considerable waste associated with alternative workup methods. A broad reaction scope was demonstrated with respect to both the L and (hetero)aryl ligands on product Au complexes. Despite the polar reaction medium, large polycyclic aromatic hydrocarbon units can be incorporated on the Au complexes in very good to excellent yields. The approach was demonstrated for the chemoselective manipulation of orthogonally protected aryl boronates to afford a new class of N-heterocyclic carbene-Au-aryl complexes. A mechanistic rationale was proposed.

中文翻译：

在绿色溶剂中温和高效地合成各种有机-AuI-L配合物。

在室温下，使用乙醇或水作为反应介质，并用Ar-B（triol）K硼酸盐作为金属转移伙伴，开发了一种异常温和有效的方法来制备（杂）芳基-AuI-L配合物。该反应不需要外源碱或其他添加剂，并且作为唯一需要的纯化方法，通过简单的过滤就可以实现定量收率，从而避免了与其他后处理方法相关的大量浪费。关于产物Au络合物上的L和（杂）芳基配体，显示了广泛的反应范围。尽管具有极性反应介质，但是可以将大的多环芳族烃单元以非常好的至极好的收率结合到Au络合物上。证明了该方法用于正交保护的硼酸芳基酯的化学选择性处理，以提供新的一类N-杂环卡宾-Au-芳基配合物。提出了机械原理。

更新日期：2020-04-22

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