Electroreductive generation of recyclable organic reductant from N,N′-dioctyl-4,4′-bipyridinium and Pd-catalyzed reductive coupling of aryl halides

Manabu Kuroboshi, Ryoto Kobayashi, Takayuki Nakagawa, Hideo Tanaka

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Electroreduction of N,N′-dioctyl-4,4′-bipyridinium bis(triflimide) [C8V2+][Tf2N-] 2 in THF gave a dark blue solution of the corresponding quinoid C8V0, which worked as an efficient organic reductant for Pd-catalyzed reductive coupling of aryl bromides to give the corresponding biphenyl derivatives in good yields. After usual workup, [C8V 2+][Tf2N-]2 was recovered and reused for generation of the organic reductant C8V0.

Original languageEnglish
Pages (from-to)85-88
Number of pages4
JournalSynlett
Issue number1
DOIs
Publication statusPublished - Jan 2009

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Reducing Agents
Bromides
Derivatives
diphenyl
triflimide

Keywords

  • Coupling
  • Electron transfer
  • Halides
  • Palladium
  • Reductions

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Electroreductive generation of recyclable organic reductant from N,N′-dioctyl-4,4′-bipyridinium and Pd-catalyzed reductive coupling of aryl halides. / Kuroboshi, Manabu; Kobayashi, Ryoto; Nakagawa, Takayuki; Tanaka, Hideo.

In: Synlett, No. 1, 01.2009, p. 85-88.

Research output: Contribution to journalArticle

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