Application of a dimeric ortho‐palladated complex of tribenzylamine as an efficient catalyst in microwave‐assisted Hiyama coupling reactions

Abstract

aThe activity of [Pd{C 6 H 4 (CH 2 N(CH 2 Ph) 2 )}(m-Br)] 2 complex was investigated in cross-coupling reactions of triethoxy(phenyl)silane with various aryl halides under microwave irradiation. This complex is an efficient and stable catalyst for the synthesis of substituted biphenyls that is non-sensitive to air and moisture. The combination of dimeric complex as homogenous catalyst, microwave irradiation, DMF as microwave-active polar solvent and TBAF as microwave-active additive led to excellent yields in short reaction times.

Pallada‐ and platinacycle complexes of phosphorus ylides; synthesis, X‐ray characterization, theoretical and electrochemical studies and application of Pd(II) complexes as catalyst in Suzuki‐Miyaura coupling reaction

“…To evaluate the homogeneous or heterogeneous nature of the active species, we carried out the mercury drop test . Since mercury leads to amalgamation of the surface of a heterogeneous catalyst, and in contrast, Hg(0) is not expected to have a poisoning effect on homogeneous palladium complexes, the results of desired test help us to determine the nature of the active species . Addition of a drop of mercury to the reaction mixture at t = 0 did not affect the conversion of the reaction, which suggests that amalgamation had not occurred and the catalysis was homogeneous in nature.…”

The Hiyama Cross‐Coupling Reaction: New Discoveries

“…Another class of palladium complexes used in the cross‐coupling reaction is the family of ortho ‐palladated catalysts. Among them, complexes 15 ,24 16 ,25 and 17 26 have been reported to be very active in the cross‐coupling between aryl halides ( 5 , Hal = Cl, Br, I) and the triethoxysilane 9 in the presence of TBAF as silicon activator yielding the expected products of the type 8 with good‐to‐excellent yields (60‐97%).…”

One‐Pot Synthesis of Symmetrical Tertiary and Secondary Amines from Carbonyl Compounds, Ammonium Carbonate and Carbon Monoxide as a Reductant

“…This structural motif can be found in many biologically active compounds, such as alkaloids, pharmaceuticals and agrochemicals . Amines are also used as ligands, extractants, building blocks for nitrogen‐containing organic compounds and synthetic polymers . In particular, they can be successfully utilized in optoelectronics due to their ability to function as a hole transport materials , .…”

“…[1][2][3][4][5] Amines are also used as ligands, extractants, building blocks for nitrogen-containing organic compounds and synthetic polymers. [6][7][8][9] In particular, they can be successfully utilized in optoelectronics due to their ability to function as a hole transport materials. [10,11] Some symmetrical tertiary and secondary amines are of industrial importance.…”