Electrolytic partial fluorination of organic compounds. Part 85. Anodic gem-difluorination of hydrazones using Et4NI as a mediator

Toshiki Tajima, Nanae Imai, Atsushi Nakajima, Hitoshi Kurihara, Toshio Fuchigami

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Anodic gem-difluorination of hydrazones in Et4NF-5HF/CH2Cl2 in the presence of Et4NI was successfully carried out to provide the corresponding gem-difluorinated products in moderate to good yields. On the other hand, no gem-difluorinated products were obtained in the absence of Et4NI. Although a catalytic current was not observed in the cyclic voltammetry of Et4NI in the presence of a hydrazone, a controlled potential electrolysis of the hydrazone showed that Et4NI acted as a mediator in the anodic gem-difluorination of hydrazones.

Original languageEnglish
Pages (from-to)43-46
Number of pages4
JournalJournal of Electroanalytical Chemistry
Volume593
Issue number1-2
DOIs
Publication statusPublished - 2006 Aug 1
Externally publishedYes

Fingerprint

Gems
Hydrazones
Fluorination
Organic compounds
Electrolysis
Cyclic voltammetry

Keywords

  • Anodic gem-difluorination
  • Controlled potential electrolysis
  • Electrochemical fluorination
  • Hydrazone
  • Mediator

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Analytical Chemistry
  • Electrochemistry

Cite this

Electrolytic partial fluorination of organic compounds. Part 85. Anodic gem-difluorination of hydrazones using Et4NI as a mediator. / Tajima, Toshiki; Imai, Nanae; Nakajima, Atsushi; Kurihara, Hitoshi; Fuchigami, Toshio.

In: Journal of Electroanalytical Chemistry, Vol. 593, No. 1-2, 01.08.2006, p. 43-46.

Research output: Contribution to journalArticle

Tajima, Toshiki ; Imai, Nanae ; Nakajima, Atsushi ; Kurihara, Hitoshi ; Fuchigami, Toshio. / Electrolytic partial fluorination of organic compounds. Part 85. Anodic gem-difluorination of hydrazones using Et4NI as a mediator. In: Journal of Electroanalytical Chemistry. 2006 ; Vol. 593, No. 1-2. pp. 43-46.
@article{668b0d71cf194631b38fa90f317716a7,
title = "Electrolytic partial fluorination of organic compounds. Part 85. Anodic gem-difluorination of hydrazones using Et4NI as a mediator",
abstract = "Anodic gem-difluorination of hydrazones in Et4NF-5HF/CH2Cl2 in the presence of Et4NI was successfully carried out to provide the corresponding gem-difluorinated products in moderate to good yields. On the other hand, no gem-difluorinated products were obtained in the absence of Et4NI. Although a catalytic current was not observed in the cyclic voltammetry of Et4NI in the presence of a hydrazone, a controlled potential electrolysis of the hydrazone showed that Et4NI acted as a mediator in the anodic gem-difluorination of hydrazones.",
keywords = "Anodic gem-difluorination, Controlled potential electrolysis, Electrochemical fluorination, Hydrazone, Mediator",
author = "Toshiki Tajima and Nanae Imai and Atsushi Nakajima and Hitoshi Kurihara and Toshio Fuchigami",
year = "2006",
month = "8",
day = "1",
doi = "10.1016/j.jelechem.2006.01.021",
language = "English",
volume = "593",
pages = "43--46",
journal = "Journal of Electroanalytical Chemistry",
issn = "0022-0728",
publisher = "Elsevier Sequoia",
number = "1-2",

}

TY - JOUR

T1 - Electrolytic partial fluorination of organic compounds. Part 85. Anodic gem-difluorination of hydrazones using Et4NI as a mediator

AU - Tajima, Toshiki

AU - Imai, Nanae

AU - Nakajima, Atsushi

AU - Kurihara, Hitoshi

AU - Fuchigami, Toshio

PY - 2006/8/1

Y1 - 2006/8/1

N2 - Anodic gem-difluorination of hydrazones in Et4NF-5HF/CH2Cl2 in the presence of Et4NI was successfully carried out to provide the corresponding gem-difluorinated products in moderate to good yields. On the other hand, no gem-difluorinated products were obtained in the absence of Et4NI. Although a catalytic current was not observed in the cyclic voltammetry of Et4NI in the presence of a hydrazone, a controlled potential electrolysis of the hydrazone showed that Et4NI acted as a mediator in the anodic gem-difluorination of hydrazones.

AB - Anodic gem-difluorination of hydrazones in Et4NF-5HF/CH2Cl2 in the presence of Et4NI was successfully carried out to provide the corresponding gem-difluorinated products in moderate to good yields. On the other hand, no gem-difluorinated products were obtained in the absence of Et4NI. Although a catalytic current was not observed in the cyclic voltammetry of Et4NI in the presence of a hydrazone, a controlled potential electrolysis of the hydrazone showed that Et4NI acted as a mediator in the anodic gem-difluorination of hydrazones.

KW - Anodic gem-difluorination

KW - Controlled potential electrolysis

KW - Electrochemical fluorination

KW - Hydrazone

KW - Mediator

UR - http://www.scopus.com/inward/record.url?scp=33745828315&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33745828315&partnerID=8YFLogxK

U2 - 10.1016/j.jelechem.2006.01.021

DO - 10.1016/j.jelechem.2006.01.021

M3 - Article

VL - 593

SP - 43

EP - 46

JO - Journal of Electroanalytical Chemistry

JF - Journal of Electroanalytical Chemistry

SN - 0022-0728

IS - 1-2

ER -