Ligand-Enabled Nickel-Catalyzed Redox-Relay Migratory Hydroarylation of Alkenes with Arylborons
Ligand-Enabled Nickel-Catalyzed Redox-Relay Migratory Hydroarylation of Alkenes with Arylborons
复制标题
配体镍催化氧化还原中继烯烃与芳基硼的迁移氢化芳基化
DOI：
10.1002/anie.202001742
复制
发表时间：
2020-03-25
影响因子：
16.6
通讯作者：
Zhu, Shaolin
中科院分区：
文献类型：
--
作者：
He, Yuli;Liu, Chuang;Zhu, Shaolin
报道了含二胺配体的镍配合物催化的烯烃和芳基硼酸异构体的氧化还原-接力迁移氢芳基化反应。一系列结构多样的1，1-二芳基烷烃，包括那些含有1，1-二芳基季碳的烷烃，以极高的产率和高的区域选择性被获得。初步的实验证据支持芳基镍(II)氢化物物种在苯基位置选择性还原消除之前沿着烯烃的烷基链进行非解离链状行走的观点。结果表明，催化剂负载量低至0.5mol%，即可满足大规模合成的需要，又能保持较高的反应活性，具有较高的实用价值。
A redox-relay migratory hydroarylation of isomeric mixtures of olefins with arylboronic acids catalyzed by nickel complexes bearing diamine ligands is described. A range of structurally diverse 1,1-diarylalkanes, including those containing a 1,1-diarylated quaternary carbon, were obtained in excellent yields and with high regioselectivity. Preliminary experimental evidence supports the proposed non-dissociated chainwalking of aryl-nickel(II)-hydride species along the alkyl chain of alkenes before selective reductive elimination at a benzylic position. A catalyst loading as low as 0.5 mol % proved to be sufficient in large-scale synthesis while retaining high reactivity, highlighting the practical value of this transformation.