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Updated: Jul 19, 2026

Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
Published on: February 24, 2015
Preparation, structure, and unexpected chemistry of phosphoranyl-derived benziodoxoles
Viktor V Zhdankin1, Olena Maydanovych, Jon Herschbach
1Department of Chemistry, University of Minnesota-Duluth, Duluth, MN 55812, USA. vzhdanki@d.umn.edu
Abstract:
Novel phosphoranyl-derived benziodoxoles were prepared by the reaction of 1-acetoxybenziodoxole with stabilized phosphonium ylides [1-triphenylphosphoranylidene-2-propanone and (carbomethoxymethyl)triphenylphosphoranylidene acetate]. X-ray crystallographic analysis of these compounds demonstrates the significance of secondary bonding interactions, which link individual molecules into infinite chains. An unusual ligand exchange on an iodine(III) center resulting in the substitution of a carbon ligand with an oxygen ligand was observed in the reaction of these compounds with strong acids.
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