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有机锗烷的最新进展:其制备及其在合成与催化中的应用

Recent Developments with Organogermanes: their Preparation and Application in Synthesis and Catalysis.

作者信息

Rogova Tatiana, Ahrweiler Eric, Schoetz Markus D, Schoenebeck Franziska

机构信息

Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.

出版信息

Angew Chem Int Ed Engl. 2024 Feb 19;63(8):e202314709. doi: 10.1002/anie.202314709. Epub 2023 Dec 11.

DOI:10.1002/anie.202314709
PMID:37899306
Abstract

Within the sphere of traditional Pd /Pd cross coupling reactions, organogermanes have been historically outperformed both in terms of scope and reactivity by more conventional transmetalating reagents. Subsequently, this class of compounds has been largely underutilized as a coupling partner in bond-forming strategies. Most recent studies, however, have shown that alternative modes of activation of these notoriously robust building blocks transform organogermanes into the most reactive site of the molecule-capable of outcompeting other functional groups (such as boronic acids, esters and silanes) for both C-C and C-heteroatom bond formation. As a result, over the past few years, the literature has increasingly featured methodologies that explore the potential of organogermanes as chemoselective and orthogonal coupling partners. Herein we highlight some of these recent advances in the field of organogermane chemistry both with respect to their synthesis and applications in synthetic and catalytic transformations.

摘要

在传统的钯/钯交叉偶联反应领域,从反应范围和反应活性方面来看,有机锗烷在历史上一直不如更传统的金属转移试剂。因此,在成键策略中,这类化合物作为偶联伙伴的应用在很大程度上未得到充分利用。然而,最近的研究表明,这些 notoriously robust building blocks 的替代活化模式将有机锗烷转化为分子中最具反应活性的位点,能够在形成碳-碳键和碳-杂原子键时胜过其他官能团(如硼酸、硼酸酯和硅烷)。结果,在过去几年中,文献中越来越多地出现探索有机锗烷作为化学选择性和正交偶联伙伴潜力的方法。在此,我们重点介绍有机锗烷化学领域的一些最新进展,包括其合成以及在合成和催化转化中的应用。

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