JACS Au· 2026Q1
A Bench-Stable Reagent for Divergent Synthesis and Storage of SF5X
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- Q1SCImago
- 2026year
Short summary
A novel, bench-stable liquid organic reagent allows divergent synthesis of SF5Br (87% yield), SF5Cl (82% yield), and SF5NO2 from a single source, with SF5Br adducts formed in up to 81% yield via alkyne trapping.
AI-generated from the title and abstract; the full text is not read.
Key points
- A single, bench-stable liquid organic reagent enables divergent synthesis of SF5Br, SF5Cl, SF5NO2, and S2F10.
- SF5Br is synthesized in up to 87% yield via photoreaction with elemental bromine.
- SF5Br adducts are formed in up to 81% yield by trapping with alkynes.
- SF5Cl is synthesized in up to 82% yield through a halogen-methathesis reaction.
- The reagent offers a safer alternative for on-demand storage and release of SF5X compounds.
AI-generated from the title and abstract; the full text is not read.
Abstract
Abstract Herein, we report a novel concept to promote the formation of mixed sulfur fluorides SF5Br and SF5Cl, pentafluoronitrosulfane SF5NO2, and disulfur decafluoride S2F10, divergently from a single, bench-stable, liquid, and commercially available organic reagent. Upon photoreaction with elemental bromine, liberation of SF5Br is observed in up to 87% yield. Consequently, after applying a chromoselectivity approach to purify the sulfur fluoride in the reaction mixture, SF5Br could be trapped by alkynes, affording access to SF5Br adducts in good to excellent yields of up to 81% over two steps. Furthermore, this concept could be extended to the release of SF5Cl by reaction with BrCl, affording SF5Cl in up to 82% yield. This reaction features an unprecedented halogenide-catalyzed halogen-methathesis reaction converting SF5Br into SF5Cl. At the same time, the reagent can act as a storage for SF5X with an improved safety profile and can release the molecule on demand. The storage of SF5X on industrial scale is a critical safety hazard that can be addressed by the reported method. Furthermore, the experimental findings are supported by in silico studies that reveal a critical stabilizing effect of the Si substituent.
The authors' abstract, as published at the source. JACS Au, 2026 · DOI ↗
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Field: Pharmaceutical Science
Pharmaceutical SciencePharmacology, Toxicology and Pharmaceutics