Suzuki-Miyaura coupling reactions ligand

A variety of triazole-based monophosphines (ClickPhos) 141 have been prepared via efficient 1,3-dipolar cycloaddition of readily available azides and acetylenes and their palladium complexes provided excellent yields in the amination reactions and Suzuki-Miyaura coupling reactions of unactivated aryl chlorides <06JOC3928>. A novel P,N-type ligand family (ClickPhine) is easily accessible using the Cu(I)-catalyzed azide-alkyne cycloaddition reaction and was tested in palladium-catalyzed allylic alkylation reactions <06OL3227>. Novel chiral ligands, (S)-(+)-l-substituted aryl-4-(l-phenyl) ethylformamido-5-amino-1,2,3-triazoles 142,... 

A new tris(arilmethyleneoxyphenyl)phosphine oxide with dodeca(ethylene glycol) chains was synthesized (Scheme 34). The related phosphine was used as a ligand in the palladium-catalyzed Suzuki-Miyaura coupling reaction." ... 

Recently, the synthesis of palladium complexes based on 1,8-naphthridine functionalized NHC motif has been reported [16]. This was the first reported case of the successful preparation of a di-palladium complex with double 1,8-naphthridine-based NHC ligands (12). It was reported to catalyze Suzuki-Miyaura coupling reactions for aryl bromides imder refluxing temperatures but was found to be ineffective for activated or unactivated aryl chlorides. 

Figure 4.39 Asymmetric Suzuki-Miyaura coupling reactions by using high-molecular-weight polymers as ligands.

---