2-Iodylphenol ethers: Preparation, X-ray crystal structure, and reactivity of new hypervalent iodine(V) oxidizing reagents

Abstract

2-Iodylphenol ethers were prepared by the dimethyldioxirane oxidation of the corresponding 2-iodophenol ethers and isolated as chemically stable, microcrystalline products. Single-crystal X-ray diffraction analysis of 1-iodyl-2-isopropoxybenzene 8c and 1-iodyl-2-butoxybenzene 8d revealed pseudopolymeric arrangements in the solid state formed by intermolecular interactions between IO₂ groups of different molecules. 2-Iodylphenol ethers can selectively oxidize sulfides to sulfoxides and alcohols to the respective aldehydes or ketones.

Original language	English
Pages (from-to)	8452-8458
Number of pages	7
Journal	Journal of Organic Chemistry
Volume	71
Issue number	22
DOIs	https://doi.org/10.1021/jo0614947
Publication status	Published - 27 Oct 2006
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo0614947

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2-Iodylphenol ethers : Preparation, X-ray crystal structure, and reactivity of new hypervalent iodine(V) oxidizing reagents. / Koposov, Alexey Y.; Karimov, Rashad R.; Geraskin, Ivan M.; Nemykin, Victor N.; Zhdankin, Viktor V.

In: Journal of Organic Chemistry, Vol. 71, No. 22, 27.10.2006, p. 8452-8458.

Research output: Contribution to journal › Article › peer-review

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abstract = "2-Iodylphenol ethers were prepared by the dimethyldioxirane oxidation of the corresponding 2-iodophenol ethers and isolated as chemically stable, microcrystalline products. Single-crystal X-ray diffraction analysis of 1-iodyl-2-isopropoxybenzene 8c and 1-iodyl-2-butoxybenzene 8d revealed pseudopolymeric arrangements in the solid state formed by intermolecular interactions between IO2 groups of different molecules. 2-Iodylphenol ethers can selectively oxidize sulfides to sulfoxides and alcohols to the respective aldehydes or ketones.",

author = "Koposov, {Alexey Y.} and Karimov, {Rashad R.} and Geraskin, {Ivan M.} and Nemykin, {Victor N.} and Zhdankin, {Viktor V.}",

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AU - Karimov, Rashad R.

AU - Geraskin, Ivan M.

AU - Nemykin, Victor N.

AU - Zhdankin, Viktor V.

PY - 2006/10/27

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AB - 2-Iodylphenol ethers were prepared by the dimethyldioxirane oxidation of the corresponding 2-iodophenol ethers and isolated as chemically stable, microcrystalline products. Single-crystal X-ray diffraction analysis of 1-iodyl-2-isopropoxybenzene 8c and 1-iodyl-2-butoxybenzene 8d revealed pseudopolymeric arrangements in the solid state formed by intermolecular interactions between IO2 groups of different molecules. 2-Iodylphenol ethers can selectively oxidize sulfides to sulfoxides and alcohols to the respective aldehydes or ketones.

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