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.

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

Fingerprint Dive into the research topics of 'Tetraalkylammonium dichloroiodates as iodinating agents: Absence of activity in solid phases and superelectrophilic activity in sulfuric acid'. Together they form a unique fingerprint.

Cite this

Filimonov, V. D., Semenischeva, N. I., Krasnokutskaya, E. A., Ho, Y. H., & Chi, K. W. (2008). Tetraalkylammonium dichloroiodates as iodinating agents: Absence of activity in solid phases and superelectrophilic activity in sulfuric acid. Synthesis, (3), 401-404. https://doi.org/10.1055/s-2008-1032026

@article{ced382e1490041b389a697e03de72442,

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}",

year = "2008",

month = feb,

day = "1",

doi = "10.1055/s-2008-1032026",

language = "English",

pages = "401--404",

journal = "Synthesis",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "3",

}

TY - JOUR

T1 - Tetraalkylammonium dichloroiodates as iodinating agents

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

UR - http://www.scopus.com/inward/record.url?scp=39349096938&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=39349096938&partnerID=8YFLogxK

U2 - 10.1055/s-2008-1032026

DO - 10.1055/s-2008-1032026

M3 - Article

AN - SCOPUS:39349096938

SP - 401

EP - 404

JO - Synthesis

JF - Synthesis

SN - 0039-7881

IS - 3

ER -