Ru-Catalyzed Oxidations with Iodosylbenzene Derivatives. Substituent Effects on Selectivity in Oxidation of Sulfides and Alcohols
✍ Scribed by Paul Müller; José Godoy
- Publisher
- John Wiley and Sons
- Year
- 1983
- Tongue
- German
- Weight
- 360 KB
- Volume
- 66
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
Oxidation of sulfides with PhIO/RuCl~2~ (PPh~3~)~3~ leads to sulfones. Electronwithdrawing substituents in the aromatic ring of PhIO reduce the reactivity and improves selectivity of the system. Thus, with m‐iodosylbenzoic acid sulfides are converted to sulfoxide. Under the same conditions aliphatic primary alcohols are transformed to aldehydes with m‐iodosylbenzoic acid, while PhIO affords carboxylic acids.
📜 SIMILAR VOLUMES
## Abstract The reaction constants for the oxidations of primary aliphatic alcohols with 12 dichromates and halochromates of heterocyclic bases do not differ significantly indicating operation of a common mechanism. © 2004 Wiley Periodicals, Inc. Int J Chem Kinet 37: 5–9, 2005