Modular Synthesis of Chiral NHC Precursors and Their Silver and Gold Complexes,Organometallics

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Modular Synthesis of Chiral NHC Precursors and Their Silver and Gold Complexes
Organometallics ( IF 2.5 ) Pub Date : 2020-09-21 , DOI: 10.1021/acs.organomet.0c00530
Zita Szabo ₁ , Matyas Timari ₁ , Rudolf Kassai ₁ , Bianka Szokol ₁ , Attila C. Benyei ₂ , Tamás Gáti ₁ , Attila Paczal ₁ , Andras Kotschy ₁

Affiliation

The stereoselective synthesis of chiral heterocyclic carbene precursors and the structural features of their silver and gold complexes were investigated. The prepared compounds are all based on the imidazolidine scaffold and bear the bulky tert-butyl substituent on the backbone in a stereocontrolled manner. The majority of the synthesized carbene precursors carry an additional element of central chirality in the side chain, and for some of them on formation of their silver or gold complexes a third element of asymmetry, axial chirality through hindered rotation of the aromatic substituent, is also present. The systematic study of the stereoselective formation of the NHC precursors led to scalable routes without the need for chiral chromatography. The NHC precursors were transformed efficiently into their silver and gold complexes, whose structural features were studied in detail both in solution and in the solid phase.

中文翻译：

手性NHC前体及其银和金配合物的模块合成

研究了手性杂环卡宾前体的立体选择性合成及其银和金配合物的结构特征。制备的化合物均基于咪唑烷骨架，并具有笨重的叔骨架上的丁基取代基以立体控制方式存在。大多数合成的卡宾前体在侧链中带有中心手性的其他元素，并且对于其中一些，在形成其银或金配合物时，第三个不对称元素（由于芳族取代基的旋转受阻）也具有轴向手性。当下。对NHC前体的立体选择性形成的系统研究导致了无需手性色谱法的可扩展路线。NHC前体有效地转化为它们的银和金配合物，在溶液和固相中都对其结构特征进行了详细研究。

更新日期：2020-10-12

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