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Updated: Aug 29, 2026

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
Synthesis of Chiral-at-Sulfur(VI) Sulfonimidamide Brønsted Acids
Yu Han1,2, Natassa Lional1, Dieuwertje E Streefkerk1
1Laboratory of Organic Chemistry, Wageningen University, Wageningen, the Netherlands.
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 C2-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.
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