publication . Article . 2012

Direct Arylation of 2-Methylthiophene with Isolated [PdAr(μ-O CR)(PPh )] Complexes: Kinetics and Mechanism

Wakioka, Masayuki; Nakamura, Yuki; Wang, Qifeng; Ozawa, Fumiyuki;
  • Published: 14 Jun 2012
  • Publisher: (:unav)
Abstract
The palladium-catalyzed direct arylation of aromatic compounds with aryl halides has been proposed to involve an arylpalladium carboxylate intermediate. However, isolated arylpalladium complexes, which undergo C–H bond cleavage of aromatic substrates without the aid of additional activators or promoters, have been scarcely documented. This paper reports that [PdAr(μ-O2CR)(PPh3)]n complexes (1: Ar = Ph, 2-MeC6H4, 2,6-Me2C6H3; R = Me, tBu) successfully react with 2-methylthiophene (2) in the absence of additives to afford 5-aryl-2-methylthiophenes (3) in high yields. The reactivity increases with increasing bulkiness of the Ar group, whereas the bulky pivalate lig...
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free text keywords: Inorganic Chemistry, Organic Chemistry, Physical and Theoretical Chemistry, Medicinal chemistry, Chemistry, Infrared spectroscopy, Kinetics, Aryl, chemistry.chemical_compound, Stereochemistry, Carboxylate, Bond cleavage, Halide, Monomer, Ligand
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