Preparation and Reactivity of 1,3,5,7-Tetrakis[4-(diacetoxyiodo)phenyl]adamantane, a Recyclable Hypervalent Iodine(III) Reagent

A wide range of oxidative reactions are mediated by novel, nonpolymeric, and recyclable hypervalent IIII reagents (e.g. 2). In all cases, tetraiodide 1 was recovered nearly quantitatively in pure form after a simple workup. Reoxidation of 1 to 2 with m‐chloroperbenzoic acid also proceeded quantitati...

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Published in:Angewandte Chemie International Edition 2004-07, Vol.43 (27), p.3595-3598
Main Authors: Tohma, Hirofumi, Maruyama, Akinobu, Maeda, Akihisa, Maegawa, Tomohiro, Dohi, Toshifumi, Shiro, Motoo, Morita, Tetsuichiro, Kita, Yasuyuki
Format: Article
Language:English
Subjects:
green chemistry
hypervalent compounds
iodine
oxidation
synthetic methods
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Summary:A wide range of oxidative reactions are mediated by novel, nonpolymeric, and recyclable hypervalent IIII reagents (e.g. 2). In all cases, tetraiodide 1 was recovered nearly quantitatively in pure form after a simple workup. Reoxidation of 1 to 2 with m‐chloroperbenzoic acid also proceeded quantitatively, without loss of oxidative activity.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200454234