Anodic benzylic fluorination of toluene, ethylbenzene, and cumene derivatives

Toshiki Tajima; Hideki Ishii; Toshio Fuchigami

doi:10.1016/S1388-2481(02)00381-8

Anodic benzylic fluorination of toluene, ethylbenzene, and cumene derivatives

Toshiki Tajima, Hideki Ishii, Toshio Fuchigami

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

18 Citations (Scopus)

Abstract

Anodic fluorination of toluene, ethylbenzene, and cumene derivatives was comparatively studied using Et₄NF-4HF as a supporting electrolyte and a fluorine source. Anodic benzylic fluorination occurred except for some cumene derivatives and the yields of the fluorinated products greatly depended on the stability of benzylic cations.

Original language	English
Pages (from-to)	589-592
Number of pages	4
Journal	Electrochemistry Communications
Volume	4
Issue number	7
DOIs	https://doi.org/10.1016/S1388-2481(02)00381-8
Publication status	Published - 2002 Aug 6
Externally published	Yes

Keywords

Anodic benzylic fluorination
Electron-donating group
Electron-withdrawing group
Oxidation potential
Stability of benzylic cation

ASJC Scopus subject areas

Electrochemistry

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abstract = "Anodic fluorination of toluene, ethylbenzene, and cumene derivatives was comparatively studied using Et4NF-4HF as a supporting electrolyte and a fluorine source. Anodic benzylic fluorination occurred except for some cumene derivatives and the yields of the fluorinated products greatly depended on the stability of benzylic cations.",

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T1 - Anodic benzylic fluorination of toluene, ethylbenzene, and cumene derivatives

AU - Tajima, Toshiki

AU - Ishii, Hideki

AU - Fuchigami, Toshio

PY - 2002/8/6

Y1 - 2002/8/6

N2 - Anodic fluorination of toluene, ethylbenzene, and cumene derivatives was comparatively studied using Et4NF-4HF as a supporting electrolyte and a fluorine source. Anodic benzylic fluorination occurred except for some cumene derivatives and the yields of the fluorinated products greatly depended on the stability of benzylic cations.

AB - Anodic fluorination of toluene, ethylbenzene, and cumene derivatives was comparatively studied using Et4NF-4HF as a supporting electrolyte and a fluorine source. Anodic benzylic fluorination occurred except for some cumene derivatives and the yields of the fluorinated products greatly depended on the stability of benzylic cations.

KW - Anodic benzylic fluorination

KW - Electron-donating group

KW - Electron-withdrawing group

KW - Oxidation potential

KW - Stability of benzylic cation

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U2 - 10.1016/S1388-2481(02)00381-8

DO - 10.1016/S1388-2481(02)00381-8

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JO - Electrochemistry Communications

JF - Electrochemistry Communications

SN - 1388-2481

IS - 7

ER -