Synthesis and Structure of Diaryltellurium Disulfonates and Their Application for the α-Tosyloxylation of Ketones

A concise and efficient synthetic route to a variety of functionalized diaryltellurium disulfonates (<b>1</b>) is presented. The hydrolysis of these diaryltellurium disulfonates (<b>1</b>) produces diarylhydroxytelluronium triflates (<b>2</b>). The molecular structures of the diaryltellurium disulfonates and diarylhydroxytelluronium triflates were determined unambiguously using single-crystal X-ray diffraction analysis. To the best of our knowledge, this represents one of the very few reports on the solid-state structures of diaryltellurium disulfonates and diarylhydroxytelluronium triflates to date. The utility of the thus obtained diaryltellurium disulfonates was subsequently demonstrated via their application to the α-tosyloxylation of ketones, which also marks the first use of this class of compounds for this transformation.

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Publication Details

Journal
ACS Omega
Published
2024-10-18
DOI
https://doi.org/10.1021/acsomega.4c05880
Primary Topic
Vanadium and Halogenation Chemistry
Type
article
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article

Synthesis and Structure of Diaryltellurium Disulfonates and Their Application for the α-Tosyloxylation of Ketones

Makoto Oba, Shinichi Koguchi, Yuga Shibuya, Hajime Kuruma
ACS Omega
Vanadium and Halogenation Chemistry
article

Synthesis and Structure of Diaryltellurium Disulfonates and Their Application for the α-Tosyloxylation of Ketones

Makoto Oba, Shinichi Koguchi, Yuga Shibuya, Hajime Kuruma
article en

Abstract

A concise and efficient synthetic route to a variety of functionalized diaryltellurium disulfonates (<b>1</b>) is presented. The hydrolysis of these diaryltellurium disulfonates (<b>1</b>) produces diarylhydroxytelluronium triflates (<b>2</b>). The molecular structures of the diaryltellurium disulfonates and diarylhydroxytelluronium triflates were determined unambiguously using single-crystal X-ray diffraction analysis. To the best of our knowledge, this represents one of the very few reports on the solid-state structures of diaryltellurium disulfonates and diarylhydroxytelluronium triflates to date. The utility of the thus obtained diaryltellurium disulfonates was subsequently demonstrated via their application to the α-tosyloxylation of ketones, which also marks the first use of this class of compounds for this transformation.

ACS OmegaVol. 9(43)
Tokai University (JP)
Clean water and sanitation
Openalex Percentile: Top 86%
Vanadium and Halogenation Chemistry
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