Unusually stable, versatile, and pure arenediazonium tosylates: Their preparation, structures, and synthetic applicability

Victor D. Filimonov, Marina Trusova, Pavel Postnikov, Elena A. Krasnokutskaya, Young Min Lee, Ho Yun Hwang, Hyunuk Kim, Ki Whan Chi

Research output: Contribution to journalArticle

142 Citations (Scopus)

Abstract

(Graph Presented) A new, simple, and effective method for the diazotization of a wide range of arylamines has been developed by using a polymer-supported diazotization agent in the presence of p-toluenesulfonic acid. Various pure arenediazonium tosylates with unusual stabilities can be easily prepared by this method. As a result, these salts are useful and versatile substrates for subsequent transformations, such as halogenation and Heck-type reactions. The unusual stabilities of arenediazonium tosylates are also preliminarily discussed with their X-ray structures.

Original languageEnglish
Pages (from-to)3961-3964
Number of pages4
JournalOrganic Letters
Volume10
Issue number18
DOIs
Publication statusPublished - 2008

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Halogenation
halogenation
preparation
Polymers
Salts
X-Rays
salts
X rays
acids
polymers
Substrates
x rays
4-toluenesulfonic acid

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Unusually stable, versatile, and pure arenediazonium tosylates : Their preparation, structures, and synthetic applicability. / Filimonov, Victor D.; Trusova, Marina; Postnikov, Pavel; Krasnokutskaya, Elena A.; Lee, Young Min; Hwang, Ho Yun; Kim, Hyunuk; Chi, Ki Whan.

In: Organic Letters, Vol. 10, No. 18, 2008, p. 3961-3964.

Research output: Contribution to journalArticle

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