A Lewis Acidic, pi-Conjugated Stibaindole with a Colorimetric Response to Anion Binding at Sb(III)
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2017 American Chemical Society. We describe 1-chloro-2,3-diphenylstibaindole (1-Cl), a Sb(III) heterocycle which exhibits visible-wavelength absorption due to conjugation of the (Sb-Cl) orbital with the system of the conjugated backbone. Because the (Sb-Cl) orbital is accessible, stibaindole 1-Cl is a Lewis acid that readily binds halide anions at the site opposite the Sb-Cl bond. This binding induces a "turn-off" colorimetric response due to the suppression of the - conjugation in the anion-bound form.