硼氮吲哚的阳离子-π 键结合能力。
Cation-π binding ability of BN indole.
机构信息
Department of Chemistry, Boston College, Chestnut Hill, Massachusetts 02467, USA.
Universite de Pau et des Pays de l'Adour, E2S UPPA, CNRS, IPREM, Pau, France.
出版信息
Chem Commun (Camb). 2020 Mar 31;56(26):3749-3752. doi: 10.1039/d0cc00869a.
Abstract
A BN indole-containing aromatic scaffold has been synthesized and the cation-π binding ability characterized by nuclear magnetic resonance (NMR) monitored titrations. The resulting chemical shifts were analyzed using a non-linear curve fitting procedure and the extracted association constants (Ka's) compared with the natural indole scaffold. Computations were also performed to support our findings. This work shows that incorporation of a B-N bond in place of a C-C bond in an aromatic system slightly lowers the cation-π binding ability of the arene's π-system with simple cations.
摘要
合成了一种含有 BN 吲哚的芳基骨架，并通过核磁共振（NMR）监测滴定法表征了其阳离子-π 键结合能力。使用非线性曲线拟合程序分析了得到的化学位移，并将提取的结合常数（Ka）与天然吲哚骨架进行了比较。还进行了计算以支持我们的发现。这项工作表明，在芳环系统中用 B-N 键代替 C-C 键会略微降低芳环的π-系统与简单阳离子的阳离子-π 键结合能力。
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