Synthesis of Chiral‐at‐Sulfur(VI) Sulfonimidamide Brønsted Acids
ABSTRACT Herein, we report an efficient and simple strategy to access diverse chiral‐at‐sulfur(VI) Brønsted acids. Sulfonimidoyl chlorides or fluorides react with sulfonamides with inversion of configuration, producing chiral‐at‐sulfur sulfonimidamides containing an acidic NH group. Similarly, reactions of sulfonimidoyl chlorides with corresponding sulfonimidamides give access to C 2 ‐symmetric chiral‐at‐sulfur Brønsted acids. Finally, attaching sulfonimidamides to a 1,1‐bi‐2‐naphthol (BINOL)‐derived phosphoryl chloride scaffold generates Brønsted acids combining sulfur‐centered point chirality with BINOL axial chirality.
Authors
- Fedor M. Miloserdov (ORCID: https://orcid.org/0000-0001-6420-211X)
- Han Zuilhof (ORCID: https://orcid.org/0000-0001-5773-8506)
- Dieuwertje E. Streefkerk
- Natassa Lional (ORCID: https://orcid.org/0000-0001-7207-5595)
- Bo Chen (ORCID: https://orcid.org/0000-0002-9926-4377)
- Jesse M. S. Goed
- Yu Han
Institutions
- Tianjin University (CN)
- Hunan Normal University (CN)
- Jiaxing University (CN)
- Wageningen University & Research (NL)
Publication Details
- Journal
- Chemistry - A European Journal
- Published
- 2026-08-27
- DOI
- https://doi.org/10.1002/chem.71623
- Primary Topic
- Synthesis and Catalytic Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Vrije Universiteit Amsterdam
- China Scholarship Council
- Jiaxing University
- Wageningen University and Research