Roy Avijit, Oestreich Martin
Institut für Chemie, Technische Universität Berlin, Straße des 17. Juni 115, 10623, Berlin, Germany.
Chemistry. 2021 Jun 4;27(32):8273-8276. doi: 10.1002/chem.202100877. Epub 2021 May 6.
Little-explored hydrosilylation of ketenes promoted by main-group catalysts is reported. The boron Lewis acid tris(pentafluorophenyl)borane accelerates the slow uncatalyzed reaction of ketenes and hydrosilanes, thereby providing a convenient access to the new class of β,β-di- and β-monoaryl-substituted aldehyde-derived silyl enol ethers. Yields are moderate to high, and Z configuration is preferred. The corresponding silyl bis-enol ethers are also available when using dihydrosilanes. The related trityl-cation-initiated hydrosilylation involving self-regeneration of silylium ions is far less effective.
据报道，主族催化剂促进的烯酮的硅氢化反应鲜有人研究。硼路易斯酸三（五氟苯基）硼烷加速了烯酮与硅烷缓慢的无催化反应，从而为新型的β，β-二芳基和β-单芳基取代的醛衍生的硅基烯醇醚提供了便捷的合成方法。产率中等至较高，且优先得到Z构型产物。使用二硅烷时，相应的双硅基烯醇醚也可得到。涉及硅鎓离子自再生的相关三苯甲基阳离子引发的硅氢化反应效率要低得多。
