Generation of diarylcarbenium ion poolsviaelectrochemical C-H bond dissociation

Masayuki Okajima, Kazuya Soga, Takashi Watanabe, Kimitada Terao, Toshiki Nokami, Seiji Suga, Jun Ichi Yoshida

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

The "cation pools" of diarylcarbenium ions have been generated by the low-temperature electrochemical oxidation of diphenylmethane derivatives. In addition to diphenylmethanes having various substituents, 9,10-dihydroanthracene, dibenzosuberane, and xanthenes, which are annulated derivatives of diphenylmethane were also found to serve as a precursor of cation pools. The generation of the diarylcarbenium ion was confirmed by low-temperature NMR analysis and cold-spray mass analysis. Reactivity was also investigated by reactions with various carbon nucleophiles such as allyltrimethylsilane, 1,3,5-trimethylbenzene, and anisole.

Original languageEnglish
Pages (from-to)594-599
Number of pages6
JournalBulletin of the Chemical Society of Japan
Volume82
Issue number5
DOIs
Publication statusPublished - 2009
Externally publishedYes

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Ions
Cations
Xanthenes
Derivatives
Nucleophiles
Electrochemical oxidation
Carbon
Nuclear magnetic resonance
Temperature
diphenylmethane
mesitylene
anisole
allyltrimethylsilane

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Generation of diarylcarbenium ion poolsviaelectrochemical C-H bond dissociation. / Okajima, Masayuki; Soga, Kazuya; Watanabe, Takashi; Terao, Kimitada; Nokami, Toshiki; Suga, Seiji; Yoshida, Jun Ichi.

In: Bulletin of the Chemical Society of Japan, Vol. 82, No. 5, 2009, p. 594-599.

Research output: Contribution to journalArticle

Okajima, Masayuki ; Soga, Kazuya ; Watanabe, Takashi ; Terao, Kimitada ; Nokami, Toshiki ; Suga, Seiji ; Yoshida, Jun Ichi. / Generation of diarylcarbenium ion poolsviaelectrochemical C-H bond dissociation. In: Bulletin of the Chemical Society of Japan. 2009 ; Vol. 82, No. 5. pp. 594-599.
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