meta -Selective C-H Borylation of Benzylamine-, Phenethylamine-, and Phenylpropylamine-Derived Amides Enabled by a Single Anionic Ligand
meta -Selective C-H Borylation of Benzylamine-, Phenethylamine-, and Phenylpropylamine-Derived Amides Enabled by a Single Anionic Ligand
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由单一阴离子配体实现的苄胺、苯乙胺和苯丙胺衍生酰胺的间位选择性 C-H 硼化
DOI：
10.1002/ange.201708967
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发表时间：
2017
影响因子：
--
通讯作者：
Davis H
中科院分区：
文献类型：
--
作者：
Davis H
芳烃Meta位的选择性官能化仍然是一个重大的挑战。在这项工作中，我们证明了带有远程磺酸酯基团的单个阴离子联吡啶配体能够在芳烃Meta位选择性地铱催化硼基化一系列常见的含胺芳族分子。我们建议，这种选择性是一个关键的底物和催化剂之间的氢键相互作用的结果。这种Meta选择性硼基化的范围在衍生自苄胺、苯乙胺和苯丙胺的酰胺上得到了证明;在许多应用中具有很大实用性的含胺结构单元。
Selective functionalization at the meta position of arenes remains a significant challenge. In this work, we demonstrate that a single anionic bipyridine ligand bearing a remote sulfonate group enables selective iridium‐catalyzed borylation of a range of common amine‐containing aromatic molecules at the arene meta position. We propose that this selectivity is the result of a key hydrogen bonding interaction between the substrate and catalyst. The scope of this meta‐selective borylation is demonstrated on amides derived from benzylamines, phenethylamines and phenylpropylamines; amine‐containing building blocks of great utility in many applications.