Abstract:

Over the past few years, there has been a growing interest in the synthesis and application of biphenylbased monophosphine ligands. Although tertiary phosphines constitute the group of ligands most widely used in metal-catalyzed reactions, arsines have been shown to be excellent ligands and there are several examples where arsine complexes give more active or selective catalysts than phosphines. We have developed a versatile methodology that allow for C-As bond formation through a Pdcatalyzed arsination with stannane n-Bu3SnAsPh2. By this methodology we carried out the synthesis of a novel biphenylarsine ligand biphenyl-2- yldiphenylarsine, and also the preliminary investigation of its performance as a ligand. Herein, we report the synthesis of a family of biarylarsine ligands (Figure 1) by an approach, including first the Pd-catalyzed arsination, and then the microwave-assisted Suzuki-Miyaura coupling as the key synthetic tool for biaryl construction. Additionally, the activity of new biarylarsine ligands in Pd-catalyzed reactions is also reported.