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Synthesis of Functionalized Vinylgermanes through a New Ruthenium-Catalyzed Coupling Reaction

机译:通过新的钌催化偶联反应合成功能化乙烯基锗烷

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摘要

Vinyl-substituted germanes react stereo- and regioselectively with olefins in the presence of complexes containing Ru-H and Ru-Ge bonds with the formation of functionalized vi-nylgermanes that cannot be synthesized by olefin cross-metathesis procedures.The reaction opens a new catalytic route for preparation of a class of organogermanes that are potent organometallic reagents for organic synthesis because they show very low toxicity and could replace organotin compounds.The mechanism of this new catalytic route was proven to involve an interesting insertion of the vinylger-mane into the Ru-H bond and beta-Ge transfer to the metal with elimination of ethylene and generation of an Ru Ge bond,followed by insertion of the alkene into the Ru-Ge bond and beta-H transfer to the metal to eliminate the substituted vinylgermane.
机译:乙烯基取代的锗烷在含有Ru-H和Ru-Ge键的配合物存在下与烯烃发生立体和区域选择性反应,形成官能化的乙烯基锗烷,无法通过烯烃交叉复分解程序合成,该反应为催化开辟了新的途径一类有机锗烷的制备方法,因为它们显示出非常低的毒性并且可以替代有机锡化合物,因此是用于有机合成的有效有机金属试剂。这种新的催化途径的机理被证明涉及将乙烯基锗-鬃毛有趣地插入Ru -H键和β-Ge转移到金属中,消除了乙烯并生成Ru Ge键,随后将烯烃插入Ru-Ge键中,并且β-H转移到金属中以消除取代的乙烯基锗烷。

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