State Key Laboratory of Applied Organic Chemistry (SKLAOC), College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, China.
Angew Chem Int Ed Engl. 2021 Dec 13;60(51):26571-26576. doi: 10.1002/anie.202112876. Epub 2021 Nov 9.
Cross-electrophile coupling has emerged as a promising tool for molecular synthesis; however, current studies have focused mainly on forging C-C bonds. We report a cross-electrophile C-Ge coupling reaction and thereby demonstrate the possibility of constructing organogermanes from carbon electrophiles and chlorogermanes. The reaction proceeds under mild conditions and offers access to both aryl and alkenyl germanes. Electron-rich, electron-poor, and ortho-/meta-/para-substituted (hetero)aryl electrophiles, as well as cyclic and acyclic alkenyl electrophiles, were coupled. Gram-scale reaction, incorporation of the -GeR moiety into complex biologically active molecules, and derivatization of formed organogermanes are demonstrated.
交叉亲电偶联已成为分子合成的一种很有前途的工具；然而，目前的研究主要集中在锻造 C-C 键上。我们报告了一种交叉亲电 C-Ge 偶联反应，从而证明了从碳亲电试剂和氯代锗合成有机锗的可能性。该反应在温和的条件下进行，并可用于合成芳基和烯基锗。富电子、缺电子以及邻位/间位/对位取代（杂）芳基亲电试剂，以及环状和非环状烯基亲电试剂都可发生偶联。克级规模反应、-GeR 部分引入复杂的具有生物活性的分子以及形成的有机锗的衍生化都得到了证明。
