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.

中文翻译：

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BN吲哚的阳离子-π结合能力。

已合成了含BN吲哚的芳族支架，并通过核磁共振（NMR）监测滴定来表征阳离子-π结合能力。使用非线性曲线拟合程序分析所得的化学位移，并与天然吲哚支架比较提取的缔合常数（Ka's）。还进行了计算以支持我们的发现。这项工作表明，在芳香体系中掺入BN键代替CC键会略微降低带有简单阳离子的芳烃π系统的阳离子-π结合能力。