Cation-π binding ability of BN indole
Katherine Boknevitz1, Clovis Darrigan2, Anna Chrostowska2
1Department of Chemistry, Boston College, Chestnut Hill, Massachusetts 02467, USA. shihyuan.liu@bc.edu.
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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