Application of dimeric orthopalladate complex of homoveratrylamine as an efficient catalyst in the Heck cross-coupling reaction

Accelerated Heck reaction using ortho‐palladated complex in a nonaqueous ionic liquid with controlled microwave heating

“…The products were characterized by comparing their melting points, IR, 1 H and 13 C NMR spectra with those found in the literature. [23,44] In the recycling process, after completing the reaction and distillation of the products in vacuum, acetone was added to the mixture. Then NaBr could be separated and removed by filtration, and the catalyst and the [NBu 4 ]Br reused and further recycled.…”

“…[38,39] Tetraalkylammonium salts can enter the catalytic cycle and assist oxidative addition and reductive elimination during a Pd 0 /Pd II catalytic cycle. [11,40 -43] In a continuation of our recent investigations on the application of the new palladacycle complex {Pd[C 6 H 2 (CH 2 CH 2 NH 2 )-(OMe) 2 ,3,4] (µ-Br)} 2 (A), in Heck reactions [44,45] and cyanation reactions, [46] we report here the extension of its utilization in tetrabutylammonium bromide (TBAB) as a nonaqueous ionic liquid and under microwave irradiation as a nonconventional green energy source (Scheme 1).…”

Microwave-assisted Stille and Hiyama cross-coupling reactions catalyzed by ortho-palladated complexes of homoveratrylamine

“…Homoveratrylamine, as an N-donor ligand, is a readily available and inexpensive amine. The ortho-palladation reaction of this substrate is simple 31 and leads to an efficient catalyst for coupling reactions even with unreactive aryl chlorides, which can be inexpensive. In this paper, the efficiency of dimeric and monomeric complexes of palladium and homoveratrylamine was investigated in Stille and Hiyama cross-coupling reactions with various aryl halides under microwave irradiation (Scheme 1).…”

Microwave-enhanced cyanation of aryl halides with a dimeric ortho-palladated complex catalyst

“…Herein, following our previous work [24][25][26][27], we report the synthesis of a new ortho-palladated complex, [Pd{C 6 H 3 (CH 2 -CH 2 NH 2 )-4-OMe-5-j 2 -C,N}(l-Br)] 2 (3), from 2-methoxyphenethylamine (1) and Pd(OAc) 2 using the method reported by Vicente et al [28], and its application for cyanation of various aryl halides under microwave irradiation and conventional heating using K 4 [Fe(CN) 6 ] as a cyanide source.…”