4.6 Article

Catalysis with In Situ-Generated (Hypo)iodite Ions for Oxidative Coupling Reactions

Journal

CHEMCATCHEM
Volume 4, Issue 2, Pages 177-185

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.201100352

Keywords

chemoselectivity; homogeneous catalysis; hydrogen peroxide; iodine; oxidative coupling; TBHP

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This Concept highlights the discovery and development of oxidative coupling reactions catalyzed by the hypoiodite (I?O-) or iodite (O?I?O-) ion, which are generated in situ from iodide (I-) ion with hydrogen peroxide or tert-butyl hydroperoxide as an environmentally benign oxidant. The most important features of these catalytic systems are 1) metal-free oxidation, 2) milder reaction conditions, 3) high chemoselectivity (they tolerate a wide range of various functional groups), 4) operational simplicity, and 5) water or tert-butyl alcohol as the only byproduct derived from the co-oxidant used.

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