Nickel-Mediated Decarbonylation of Simple Unstrained Ketones through the Cleavage of Carbon-Carbon Bonds
Nickel-Mediated Decarbonylation of Simple Unstrained Ketones through the Cleavage of Carbon-Carbon Bonds
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DOI：
10.1021/jacs.6b12293
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发表时间：
2017-02-01
影响因子：
15
通讯作者：
Chatani, Naoto
中科院分区：
文献类型：
--
作者：
Morioka, Toshifumi;Nishizawa, Akihiro;Chatani, Naoto
尽管醛的脱羰基方法有进展，但酮的脱羰基却取得了有限的成功，因为该方法需要活化两个惰性碳碳键。迄今为止报道的简单无张力酮的所有脱羰反应都需要加入化学计量的铑络合物。本文报道了镍/N-杂环卡宾介导的简单二芳基酮的脱羰基反应。该反应显示出基于给电子和吸电子基团的存在的独特的加速效应。
Despite advances in methods for the decarbonylation of aldehydes, the decarbonylation of ketones has been met with limited success because this process requires the activation of two inert carbon carbon bonds. All of the decarbonylation reactions of simple unstrained ketones reported to date require the addition of a stoichiometric rhodium complex. We report herein the nickel/N-heterocyclic carbene-mediated decarbonylation of simple diaryl ketones. This reaction shows unique acceleration effects based on the presence of both electron donating and electron-withdrawing groups.