芳基联烯在硼烷诱导的环化、1,1-碳硼化和反氢硼化作用下生成茚。
Indene formation upon borane-induced cyclization of arylallenes, 1,1-carboboration, and retro-hydroboration.
机构信息
Institut für Organische Chemie, Justus-Liebig-Universität Gießen, Heinrich-Buff-Ring 17, 35392 Gießen, Germany.
Institut für Analytische und Anorganische Chemie, Justus-Liebig-Universität Gießen, Heinrich-Buff-Ring 17, Gießen 35392, Germany.
出版信息
Chem Commun (Camb). 2021 Jun 3;57(45):5518-5521. doi: 10.1039/d1cc01750k.
We herein report the reaction of arylallenes with tris(pentafluorophenyl)borane that yields pentafluorophenyl substituted indenes. The tris(pentafluorophenyl)borane induces the cyclization of the allene and transfers a pentafluorophenyl ring in the course of this reaction. A Hammett plot analysis and DFT computations indicate a 1,1-carboboration to be the C-C bond-forming step.
我们在此报告了芳基联烯与三(五氟苯基)硼烷的反应，生成了五氟苯基取代的茚。三(五氟苯基)硼烷在反应过程中诱导联烯环化并转移一个五氟苯基环。哈米特 plot 分析和 DFT 计算表明，1,1-碳硼化是 C-C 键形成步骤。
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