Abstract
(Chemical Equation Presented) A new strategy for catalytic functionalization of C-H bonds by means of electrochemical oxidation is described. Combination of palladium-catalyzed aromatic C-H bond cleavage and halogenation with electrochemically generated halonium ions enables highly efficient, selective halogenations of aromatic compounds in a green-sustainable manner. The required reagents for this reaction are an arene and an aqueous hydrogen halide as substrates, a palladium salt as a catalyst, and an organic solvent. No further additives such as electrolytes, oxidants, or ligands are necessary to achieve effective catalytic activity. Several remarkable advantages of the use of the electrochemical method are also described.
| Original language | English |
|---|---|
| Pages (from-to) | 11310-11311 |
| Number of pages | 2 |
| Journal | Journal of the American Chemical Society |
| Volume | 131 |
| Issue number | 32 |
| DOIs | |
| Publication status | Published - 2009 Aug 19 |
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ASJC Scopus subject areas
- Chemistry(all)
- Catalysis
- Biochemistry
- Colloid and Surface Chemistry
Cite this
Palladium-catalyzed aromatic C-H halogenation with hydrogen halides by means of electrochemical oxidation. / Kakiuchi, Fumitoshi; Kochi, Takuya; Mutsutani, Hitoshi; Kobayashi, Noboru; Urano, Seiya; Sato, Mitsuo; Nishiyama, Shigeru; Tanabe, Takamasa.
In: Journal of the American Chemical Society, Vol. 131, No. 32, 19.08.2009, p. 11310-11311.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Palladium-catalyzed aromatic C-H halogenation with hydrogen halides by means of electrochemical oxidation
AU - Kakiuchi, Fumitoshi
AU - Kochi, Takuya
AU - Mutsutani, Hitoshi
AU - Kobayashi, Noboru
AU - Urano, Seiya
AU - Sato, Mitsuo
AU - Nishiyama, Shigeru
AU - Tanabe, Takamasa
PY - 2009/8/19
Y1 - 2009/8/19
N2 - (Chemical Equation Presented) A new strategy for catalytic functionalization of C-H bonds by means of electrochemical oxidation is described. Combination of palladium-catalyzed aromatic C-H bond cleavage and halogenation with electrochemically generated halonium ions enables highly efficient, selective halogenations of aromatic compounds in a green-sustainable manner. The required reagents for this reaction are an arene and an aqueous hydrogen halide as substrates, a palladium salt as a catalyst, and an organic solvent. No further additives such as electrolytes, oxidants, or ligands are necessary to achieve effective catalytic activity. Several remarkable advantages of the use of the electrochemical method are also described.
AB - (Chemical Equation Presented) A new strategy for catalytic functionalization of C-H bonds by means of electrochemical oxidation is described. Combination of palladium-catalyzed aromatic C-H bond cleavage and halogenation with electrochemically generated halonium ions enables highly efficient, selective halogenations of aromatic compounds in a green-sustainable manner. The required reagents for this reaction are an arene and an aqueous hydrogen halide as substrates, a palladium salt as a catalyst, and an organic solvent. No further additives such as electrolytes, oxidants, or ligands are necessary to achieve effective catalytic activity. Several remarkable advantages of the use of the electrochemical method are also described.
UR - http://www.scopus.com/inward/record.url?scp=68849122353&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=68849122353&partnerID=8YFLogxK
U2 - 10.1021/ja9049228
DO - 10.1021/ja9049228
M3 - Article
C2 - 19637871
AN - SCOPUS:68849122353
VL - 131
SP - 11310
EP - 11311
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 32
ER -