Amphiphilic viologen

Electrochemical generation of organic reductant and pd-catalyzed reductive coupling of aryl halides in water

Manabu Kuroboshi, Takashi Yamamoto, Hideo Tanaka

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Electroreduction of 1,1′-bis(methoxyethoxyethoxyethyl)-4,4′- bipyridinium tosylate generated amphiphilic organic reductants, which promoted the Pd-catalyzed reductive coupling of aryl bromides in water to give the corresponding biaryls. The yields and selectivity of biaryls depended on the length of ethyleneoxy groups and substituents of the aryl bromides.

Original languageEnglish
Article numberST-2012-U0872-L
Pages (from-to)197-200
Number of pages4
JournalSynlett
Volume24
Issue number2
DOIs
Publication statusPublished - 2013

Fingerprint

Viologens
Reducing Agents
Bromides
Water

Keywords

  • arenes
  • coupling
  • electron transfer
  • palladium
  • reduction

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Amphiphilic viologen : Electrochemical generation of organic reductant and pd-catalyzed reductive coupling of aryl halides in water. / Kuroboshi, Manabu; Yamamoto, Takashi; Tanaka, Hideo.

In: Synlett, Vol. 24, No. 2, ST-2012-U0872-L, 2013, p. 197-200.

Research output: Contribution to journalArticle

@article{c25b6e83516e419288eb836087926659,
title = "Amphiphilic viologen: Electrochemical generation of organic reductant and pd-catalyzed reductive coupling of aryl halides in water",
abstract = "Electroreduction of 1,1′-bis(methoxyethoxyethoxyethyl)-4,4′- bipyridinium tosylate generated amphiphilic organic reductants, which promoted the Pd-catalyzed reductive coupling of aryl bromides in water to give the corresponding biaryls. The yields and selectivity of biaryls depended on the length of ethyleneoxy groups and substituents of the aryl bromides.",
keywords = "arenes, coupling, electron transfer, palladium, reduction",
author = "Manabu Kuroboshi and Takashi Yamamoto and Hideo Tanaka",
year = "2013",
doi = "10.1055/s-0032-1317857",
language = "English",
volume = "24",
pages = "197--200",
journal = "Synlett",
issn = "0936-5214",
publisher = "Georg Thieme Verlag",
number = "2",

}

TY - JOUR

T1 - Amphiphilic viologen

T2 - Electrochemical generation of organic reductant and pd-catalyzed reductive coupling of aryl halides in water

AU - Kuroboshi, Manabu

AU - Yamamoto, Takashi

AU - Tanaka, Hideo

PY - 2013

Y1 - 2013

N2 - Electroreduction of 1,1′-bis(methoxyethoxyethoxyethyl)-4,4′- bipyridinium tosylate generated amphiphilic organic reductants, which promoted the Pd-catalyzed reductive coupling of aryl bromides in water to give the corresponding biaryls. The yields and selectivity of biaryls depended on the length of ethyleneoxy groups and substituents of the aryl bromides.

AB - Electroreduction of 1,1′-bis(methoxyethoxyethoxyethyl)-4,4′- bipyridinium tosylate generated amphiphilic organic reductants, which promoted the Pd-catalyzed reductive coupling of aryl bromides in water to give the corresponding biaryls. The yields and selectivity of biaryls depended on the length of ethyleneoxy groups and substituents of the aryl bromides.

KW - arenes

KW - coupling

KW - electron transfer

KW - palladium

KW - reduction

UR - http://www.scopus.com/inward/record.url?scp=84872297227&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84872297227&partnerID=8YFLogxK

U2 - 10.1055/s-0032-1317857

DO - 10.1055/s-0032-1317857

M3 - Article

VL - 24

SP - 197

EP - 200

JO - Synlett

JF - Synlett

SN - 0936-5214

IS - 2

M1 - ST-2012-U0872-L

ER -