Keck Constanze, Hahn Jennifer, Gupta Divanshu, Bettinger Holger F
Institut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, 72076, Tübingen, Germany.
Chemistry. 2022 Jan 24;28(5):e202103614. doi: 10.1002/chem.202103614. Epub 2021 Dec 2.
The boron-nitrogen analogue of ortho-benzyne, 1,2-azaborinine, is a reactive intermediate that features a formal boron-nitrogen triple bond. We here show by combining experimental and computational techniques that the Lewis acidity of the boron center of dibenzo[c,e][1,2]azaborinine allows interaction with the silicon containing single bonds Si-E through the silicon bonding partner E (E=F, Cl, OR, H). The binding to boron activates the Si-E bonds for subsequent insertion reaction. This shows that the BN-aryne is a ferocious species that even can activate and insert into the very strong Si-F bond.
邻二苄炔的硼氮类似物1,2-氮杂硼萘，是一种具有形式上硼氮三键的活性中间体。我们在此表明，通过结合实验和计算技术，二苯并[c,e][1,2]氮杂硼萘硼中心的路易斯酸性允许其通过硅键合配体E（E = F、Cl、OR、H）与含硅单键Si-E相互作用。与硼的结合激活了Si-E键以进行后续的插入反应。这表明BN-芳炔是一种非常活泼的物种，甚至可以激活并插入到非常强的Si-F键中。
