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Updated: Aug 28, 2026

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
Published on: September 12, 2018
Repurposing Hypervalent Iodine: From Synthetic Reagents to Dynamic 19F NMR Probes for Chiral Discrimination
Wenjing Bao1, Jiajin Weng1, Guangxing Gu1
1State Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials and Shanghai Hong-Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, China.
Abstract:
Ensuring the enantiomeric purity of chiral compounds is crucial in pharmaceutical research. Chiral organic carboxylic acids are widely present in drug molecules, and the rapid and accurate differentiation of enantiomers of these compounds is vital for drug screening and quality control. Herein, we have developed a metal-free 19F-labeled NMR probe, combining the dynamic exchange capability of hypervalent iodine with chemical sensing to propose a strategy for the detection of chiral carboxylic acids. This method exhibits high tolerance to potentially competing functional groups, effectively distinguishing enantiomers in complex samples and providing a rapid and selective approach for pharmaceutical chiral analysis. The potential of this method in assessing enantiomeric excess and the selectivity of catalytic reactions underscores its application prospects in asymmetric synthesis and drug development.
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