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Cation–π binding ability of BN indole

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.
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Submitted on : Thursday, March 5, 2020 - 3:33:21 PM
Last modification on : Tuesday, February 2, 2021 - 2:58:06 PM

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Katherine Boknevitz, Clovis Darrigan, Anna Chrostowska, Shih-Yuan Liu. Cation–π binding ability of BN indole. Chemical Communications, Royal Society of Chemistry, 2020, 56 (26), pp.3749-3752. ⟨10.1039/D0CC00869A⟩. ⟨hal-02499864⟩



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