Coughlin, Omar and Krämer, Tobias and Benjamin, Sophie L. (2023) Cationic Triarylchlorostibonium Lewis Acids. Organometallics, 42 (5). pp. 339-346. ISSN 0276-7333

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Abstract

Organopnictogen cations show promise as powerful, tunable main-group Lewis acid catalysts. The synthesis, solid-state structures, and reactivity of a series of weakly coordinated triarylchlorostibonium salts [Ar3SbCl][B(C6F5)4] (Ar = Ph, 3-FC6H4, 4-FC6H4, 3,5-F2C6H3, 2,4,6-F3C6H2) are reported. The cation in each adopts a tetrahedral coordination environment of antimony, with near complete separation from the anion. Structural, computational, and reactivity studies reveal that the Lewis acidity of [Ar3SbCl]+ generally increases with increased fluorination of the Ar substituents, with a secondary quenching effect from para fluorination. [Ar3SbCl]+ is reduced to Ar3Sb in the presence of Et3SiH, and the mechanism of this reaction has been modeled computationally. Preliminary studies demonstrate that they are useful catalysts for the dimerization of 1,1-diphenylethyleneand the Friedel−Crafts alkylation of benzene.

Item Type:	Article
Keywords:	Anions; Aromatic compounds; Cations; Hydrocarbons; Salts;
Academic Unit:	Faculty of Science and Engineering > Chemistry Faculty of Science and Engineering > Research Institutes > Hamilton Institute
Item ID:	19130
Identification Number:	https://doi.org/10.1021/acs.organomet.2c00426
Depositing User:	Tobias Kraemer
Date Deposited:	31 Oct 2024 11:36
Journal or Publication Title:	Organometallics
Publisher:	American Chemical Society
Refereed:	Yes
URI:	Publisher
Use Licence:	This item is available under a Creative Commons Attribution Non Commercial Share Alike Licence (CC BY-NC-SA). Details of this licence are available here

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