Tetraalkylammonium dichloroiodates as iodinating agents: Absence of activity in solid phases and superelectrophilic activity in sulfuric acid

Victor D. Filimonov, Nadya I. Semenischeva, Elena A. Krasnokutskaya, Yun Hwang Ho, Ki Whan Chi

The Kizhner Research Center

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

Abstract

In contrast to published results, tetraalkylammonium dichloroiodates (Alk₄N⁺ICl₂^-) cannot be iodinating reagents for arenes in solvent-free conditions. Nevertheless, tetraalkylammonium dichloroiodates in sulfuric acid solutions or in the presence of Ag ₂SO₄ in H₂SO₄ possess superelectrophilic properties and act as very convenient and efficient iodinating agents for deactivated arenes.

Original language	English
Pages (from-to)	401-404
Number of pages	4
Journal	Synthesis
Issue number	3
DOIs	https://doi.org/10.1055/s-2008-1032026
Publication status	Published - 1 Feb 2008

Keywords

Aromatic iodides
Iodinating agents
Tetraalkylammonium dichloroiodates

ASJC Scopus subject areas

Catalysis
Organic Chemistry

Access to Document

10.1055/s-2008-1032026

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title = "Tetraalkylammonium dichloroiodates as iodinating agents: Absence of activity in solid phases and superelectrophilic activity in sulfuric acid",

abstract = "In contrast to published results, tetraalkylammonium dichloroiodates (Alk4N+ICl2-) cannot be iodinating reagents for arenes in solvent-free conditions. Nevertheless, tetraalkylammonium dichloroiodates in sulfuric acid solutions or in the presence of Ag 2SO4 in H2SO4 possess superelectrophilic properties and act as very convenient and efficient iodinating agents for deactivated arenes.",

keywords = "Aromatic iodides, Iodinating agents, Tetraalkylammonium dichloroiodates",

author = "Filimonov, {Victor D.} and Semenischeva, {Nadya I.} and Krasnokutskaya, {Elena A.} and Ho, {Yun Hwang} and Chi, {Ki Whan}",

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T2 - Absence of activity in solid phases and superelectrophilic activity in sulfuric acid

AU - Filimonov, Victor D.

AU - Semenischeva, Nadya I.

AU - Krasnokutskaya, Elena A.

AU - Ho, Yun Hwang

AU - Chi, Ki Whan

PY - 2008/2/1

Y1 - 2008/2/1

N2 - In contrast to published results, tetraalkylammonium dichloroiodates (Alk4N+ICl2-) cannot be iodinating reagents for arenes in solvent-free conditions. Nevertheless, tetraalkylammonium dichloroiodates in sulfuric acid solutions or in the presence of Ag 2SO4 in H2SO4 possess superelectrophilic properties and act as very convenient and efficient iodinating agents for deactivated arenes.

AB - In contrast to published results, tetraalkylammonium dichloroiodates (Alk4N+ICl2-) cannot be iodinating reagents for arenes in solvent-free conditions. Nevertheless, tetraalkylammonium dichloroiodates in sulfuric acid solutions or in the presence of Ag 2SO4 in H2SO4 possess superelectrophilic properties and act as very convenient and efficient iodinating agents for deactivated arenes.

KW - Aromatic iodides

KW - Iodinating agents

KW - Tetraalkylammonium dichloroiodates

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