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Issue 26, 2020
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Cation–π binding ability of BN indole

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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.

Graphical abstract: Cation–π binding ability of BN indole

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Supplementary files

Article information


Submitted
03 Feb 2020
Accepted
20 Feb 2020
First published
24 Feb 2020

Chem. Commun., 2020,56, 3749-3752
Article type
Communication

Cation–π binding ability of BN indole

K. Boknevitz, C. Darrigan, A. Chrostowska and S. Liu, Chem. Commun., 2020, 56, 3749
DOI: 10.1039/D0CC00869A

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