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How the combination of PhIO and I2 provides a species responsible for conducting organic reactions through radical mechanisms

Citation

Farshadfar, K and Gouranourimi, A and Ariafard, A, How the combination of PhIO and I2 provides a species responsible for conducting organic reactions through radical mechanisms, Organic & Biomolecular Chemistry, 18 pp. 8103-8108. ISSN 1477-0520 (2020) [Refereed Article]


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DOI: doi:10.1039/d0ob01705a

Abstract

A 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.

Item Details

Item Type:Refereed Article
Keywords:hypervalent compounds, reaction mechanisms, density functional calculations, radical mechanisms
Research Division:Chemical Sciences
Research Group:Organic chemistry
Research Field:Physical organic chemistry
Objective Division:Expanding Knowledge
Objective Group:Expanding knowledge
Objective Field:Expanding knowledge in the chemical sciences
UTAS Author:Gouranourimi, A (Mr Ali Gouranourimi)
UTAS Author:Ariafard, A (Associate Professor Alireza Ariafard)
ID Code:142025
Year Published:2020
Funding Support:Australian Research Council (DP180100904)
Deposited By:Chemistry
Deposited On:2020-12-08
Last Modified:2021-01-27
Downloads:0

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