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Creators/Authors contains: "Kim, Ahran"

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  1. Organoantimony Lewis acids have been coveted for their ability to bind hard anions like fluoride in competing media. Herein, we describe the synthesis of a phenyl dithienostibole (1) in which the antimony(III) center is embedded within a planar dibenzodithiophene chromophore. Compound1reacts witho‐chloranil to form the corresponding catecholatostiborane (2); it also reacts withtert‐butyl peroxide in the presence of perfluoropinacol to form the corresponding pinacolatostiborane (3). Compound2was investigated as a platform for anion binding. UV–vis titrations in CH2Cl2afforded an association constant greater than 107 M−1pointing to the high fluoridophilicity of this new system. Density functional theory calculations highlight the role played by theσ*(Sb‐Cphenyl) orbital in imparting Lewis acidity to the antimony center of2. 
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