Facile preparation and reactivity of polystyrene-supported (dichloroiodo)benzene: A convenient recyclable reagent for chlorination and oxidation

Jiang Min Chen; Xiao Mei Zeng; Kyle Middleton; Viktor Zhdankin

doi:10.1016/j.tetlet.2011.02.065

Facile preparation and reactivity of polystyrene-supported (dichloroiodo)benzene: A convenient recyclable reagent for chlorination and oxidation

Jiang Min Chen, Xiao Mei Zeng, Kyle Middleton, Viktor Zhdankin

Chemistry & Biochemistry

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

33 Scopus citations

Abstract

A facile one-pot preparation of polystyrene-supported (dichloroiodo)benzene (loading of -ICl₂ up to 1.35 mmol/g) from polystyrene, iodine, and bleach has been developed. This recyclable reagent is useful for efficient chlorination of organic substrates and selective oxidation of various alcohols to the corresponding carbonyl compounds in high yields under mild conditions. The final products are conveniently separated from the polymeric byproduct by simple filtration and isolated in good purity after evaporation of solvent.

Original language	English (US)
Pages (from-to)	1952-1955
Number of pages	4
Journal	Tetrahedron Letters
Volume	52
Issue number	16
DOIs	https://doi.org/10.1016/j.tetlet.2011.02.065
State	Published - Apr 20 2011

Bibliographical note

Funding Information:
Jiang-Min Chen thanks the financial Foundation of Jiaxing University for supporting his visit to the University of Minnesota Duluth. This work was supported by a research grant from the National Science Foundation ( CHE-1009038 ).

Keywords

(Dichloroiodo)benzene
Chlorination
Hypervalent iodine
Oxidation

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10.1016/j.tetlet.2011.02.065

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title = "Facile preparation and reactivity of polystyrene-supported (dichloroiodo)benzene: A convenient recyclable reagent for chlorination and oxidation",

abstract = "A facile one-pot preparation of polystyrene-supported (dichloroiodo)benzene (loading of -ICl2 up to 1.35 mmol/g) from polystyrene, iodine, and bleach has been developed. This recyclable reagent is useful for efficient chlorination of organic substrates and selective oxidation of various alcohols to the corresponding carbonyl compounds in high yields under mild conditions. The final products are conveniently separated from the polymeric byproduct by simple filtration and isolated in good purity after evaporation of solvent.",

keywords = "(Dichloroiodo)benzene, Chlorination, Hypervalent iodine, Oxidation",

author = "Chen, {Jiang Min} and Zeng, {Xiao Mei} and Kyle Middleton and Viktor Zhdankin",

note = "Funding Information: Jiang-Min Chen thanks the financial Foundation of Jiaxing University for supporting his visit to the University of Minnesota Duluth. This work was supported by a research grant from the National Science Foundation ( CHE-1009038 ). ",

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T2 - A convenient recyclable reagent for chlorination and oxidation

AU - Chen, Jiang Min

AU - Zeng, Xiao Mei

AU - Middleton, Kyle

AU - Zhdankin, Viktor

N1 - Funding Information: Jiang-Min Chen thanks the financial Foundation of Jiaxing University for supporting his visit to the University of Minnesota Duluth. This work was supported by a research grant from the National Science Foundation ( CHE-1009038 ).

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Y1 - 2011/4/20

N2 - A facile one-pot preparation of polystyrene-supported (dichloroiodo)benzene (loading of -ICl2 up to 1.35 mmol/g) from polystyrene, iodine, and bleach has been developed. This recyclable reagent is useful for efficient chlorination of organic substrates and selective oxidation of various alcohols to the corresponding carbonyl compounds in high yields under mild conditions. The final products are conveniently separated from the polymeric byproduct by simple filtration and isolated in good purity after evaporation of solvent.

AB - A facile one-pot preparation of polystyrene-supported (dichloroiodo)benzene (loading of -ICl2 up to 1.35 mmol/g) from polystyrene, iodine, and bleach has been developed. This recyclable reagent is useful for efficient chlorination of organic substrates and selective oxidation of various alcohols to the corresponding carbonyl compounds in high yields under mild conditions. The final products are conveniently separated from the polymeric byproduct by simple filtration and isolated in good purity after evaporation of solvent.

KW - (Dichloroiodo)benzene

KW - Chlorination

KW - Hypervalent iodine

KW - Oxidation

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Facile preparation and reactivity of polystyrene-supported (dichloroiodo)benzene: A convenient recyclable reagent for chlorination and oxidation

Abstract

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