In situ generation of trichloromethyl anion and efficient reaction with benzaldehyde in an electrochemical flow microreactor

Yoshimasa Matsumura, Yoshiyuki Yamaji, Hiroyuki Tateno, Tsuneo Kashiwagi, Mahito Atobe

Abstract

We demonstrated in situ preparation of unstable trichloromethyl anion and its reaction with benzaldehyde in an electrochemical flow microreactor at ambient temperature. The trichloromethyl anion was prepared by the reaction of chloroform with an electrogenerated base. The generated unstable anion was rapidly used for following reaction with benzaldehyde before decomposition, and 2,2,2-trichloro-1-phenylethanol was obtained in a reasonable yield.

Original languageEnglish
Pages (from-to)816-818
Number of pages3
JournalChemistry Letters
Volume45
Issue number7
DOIs
StatePublished - 2016

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Negative ions
Chlorine compounds
Decomposition
Temperature

Keywords

  • Electrogenerated base
  • Microreactor
  • Trichloromethylation

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

In situ generation of trichloromethyl anion and efficient reaction with benzaldehyde in an electrochemical flow microreactor. / Matsumura, Yoshimasa; Yamaji, Yoshiyuki; Tateno, Hiroyuki; Kashiwagi, Tsuneo; Atobe, Mahito.

In: Chemistry Letters, Vol. 45, No. 7, 2016, p. 816-818.

Research output: Contribution to journalArticle

Matsumura, Yoshimasa; Yamaji, Yoshiyuki; Tateno, Hiroyuki; Kashiwagi, Tsuneo; Atobe, Mahito / In situ generation of trichloromethyl anion and efficient reaction with benzaldehyde in an electrochemical flow microreactor.

In: Chemistry Letters, Vol. 45, No. 7, 2016, p. 816-818.

Research output: Contribution to journalArticle

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AU - Tateno,Hiroyuki

AU - Kashiwagi,Tsuneo

AU - Atobe,Mahito

PY - 2016

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AB - We demonstrated in situ preparation of unstable trichloromethyl anion and its reaction with benzaldehyde in an electrochemical flow microreactor at ambient temperature. The trichloromethyl anion was prepared by the reaction of chloroform with an electrogenerated base. The generated unstable anion was rapidly used for following reaction with benzaldehyde before decomposition, and 2,2,2-trichloro-1-phenylethanol was obtained in a reasonable yield.

KW - Electrogenerated base

KW - Microreactor

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