Fluoride Binding by a Neutral Organoantimony(V) Lewis Acid Embedded within a Dibenzodithiophene Chromophore.

Bibliographic Details
Title: Fluoride Binding by a Neutral Organoantimony(V) Lewis Acid Embedded within a Dibenzodithiophene Chromophore.
Authors: Christianson, Anna M.1 (AUTHOR), Kim, Ahran2 (AUTHOR), Murphy, Brendan L.2 (AUTHOR), Gabbaï, François P.2 (AUTHOR) francois@tamu.edu
Source: Zeitschrift für Anorganische und Allgemeine Chemie. 2/7/2025, Vol. 651 Issue 2, p1-5. 5p.
Subject Terms: *LEWIS acidity, *LEWIS acids, *DENSITY functional theory, *BINDING constant, *ANTIMONY
Abstract: 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. Compound 1 reacts with o‐chloranil to form the corresponding catecholatostiborane (2); it also reacts with tert‐butyl peroxide in the presence of perfluoropinacol to form the corresponding pinacolatostiborane (3). Compound 2 was investigated as a platform for anion binding. UV–vis titrations in CH2Cl2 afforded an association constant greater than 107 M−1 pointing to the high fluoridophilicity of this new system. Density functional theory calculations highlight the role played by the σ*(Sb‐Cphenyl) orbital in imparting Lewis acidity to the antimony center of 2. [ABSTRACT FROM AUTHOR]
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Database: Academic Search Complete
More Details
ISSN:00442313
DOI:10.1002/zaac.202400170
Published in:Zeitschrift für Anorganische und Allgemeine Chemie
Language:English