How the combination of PhIO and I<sub>2</sub>provides a species responsible for conducting organic reactions through radical mechanisms

Farshadfar, KavehGouranourimi, AliAriafard, Alireza2026-01-012026-01-011477-0520PubMed:33006357ORCID:/0000-0003-2383-6380/work/198195198https://hdl.handle.net/1885/733800778A combination of iodosobenzene (PhIO) and molecular iodine (I2) is well-documented to produce a key species capable of conducting various organic reactions through radical mechanisms. This key species is identified here by density functional theory (DFT) calculations to be the hypoiodite radical (IO). The calculations show that two equivalents of IO are generated when I2 reacts with two equivalents of PhIO. One of the ensuing IO species acts as a hydrogen abstractor and thus forms an organic radical and the other one is involved in oxidation of the resultant organic radical to afford the final product.We thank the Australian National Computational Infrastructure (d43) and the University of Tasmania for computing resources and the Australian Research Council for financial support (DP180100904).6en© 2020 The AuthorsHow the combination of PhIO and I<sub>2</sub>provides a species responsible for conducting organic reactions through radical mechanisms2020-10-2810.1039/d0ob01705a85094221112