Palladium-catalyzed regioselective homocoupling of arenes using anodic oxidation

Formal electrolysis of aromatic carbon-hydrogen bonds

Fumito Saito, Hiroko Aiso, Takuya Kochi, Fumitoshi Kakiuchi

Research output: Contribution to journalArticle

48 Citations (Scopus)

Abstract

Palladium-catalyzed regioselective homocoupling of arylpyridines under anodic oxidation conditions was achieved in the presence of I2. The dimerization of meta-substituted arylpyridines proceeded selectively at less-sterically congested ortho-positions, and the selectivity is different from that reported for the palladium-catalyzed dimerization using Oxone as an oxidant. The dimerization also proceeds using catalytic amounts of both Pd(OAc)2 and I2 under the electrochemical reaction conditions.

Original languageEnglish
Pages (from-to)6704-6707
Number of pages4
JournalOrganometallics
Volume33
Issue number22
DOIs
Publication statusPublished - 2014 Nov 24

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Dimerization
Anodic oxidation
Palladium
electrolysis
dimerization
Electrolysis
palladium
Hydrogen bonds
Carbon
hydrogen bonds
oxidation
carbon
Oxidants
selectivity

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

Cite this

Palladium-catalyzed regioselective homocoupling of arenes using anodic oxidation : Formal electrolysis of aromatic carbon-hydrogen bonds. / Saito, Fumito; Aiso, Hiroko; Kochi, Takuya; Kakiuchi, Fumitoshi.

In: Organometallics, Vol. 33, No. 22, 24.11.2014, p. 6704-6707.

Research output: Contribution to journalArticle

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