Suzuki–Miyaura and Hiyama reactions catalyzed by orthopalladated triarylphosphite complexes

Monomeric triphenylphosphite palladacycles with N-imidazole ligands as catalysts of Suzuki–Miyaura and Sonogashira reactions

“…These complexes are active catalysts of SuzukieMiyaura [1,4,5], Hiyama [6], Stille [1], Sonogashira [6], Heck [7] reactions and in the allylation of aldehydes with allyl tributyltin [8]. Most catalytic reactions with triarylphosphite palladacycles have been performed in organic solvents; however, successful application of ionic liquids as reaction media has also been reported [6].…”

Orthometallated palladium trimers in C–C coupling reactions

“…We had studied these model reactions before with the monomeric and dimeric palladium complexes with triphenylphosphito ligands including orthometallated derivatives [17,18]. Consequently, the reaction conditions optimized during the previous studies were applied, and ethane-1,2-diol was used as a solvent for SuzukieMiyaura and Hiyama reactions, whereas Sonogashira reactions were carried out in ionic liquid media.…”

“…The first screening experiments (Table 3), performed with 1c as the catalyst precursor, resulted in the selection of the most suitable bases: Cs 2 CO 3 for the SuzukieMiyaura reaction (wich had also been found to be an optimal base for this process during our previous studies [18,31]) and NaOH for the Hiyama reaction [18].…”

Hiyama cross‐coupling reaction catalyzed by a palladium salt of 1‐benzyl‐4‐aza‐1‐azoniabicyclo[2.2.2]octane chloride under microwave irradiation

“…High-speed Hiyama coupling reactions have been carried out successfully under controlled microwave conditions. [13][14][15][16] The use of a homogeneous metal catalyst in conjunction with microwave irradiation has led to an increased lifetime of the catalyst, saving time and energy, producing high yields and decreasing discarded byproducts from thermal side reactions. [17][18][19]…”