Preparation of palladium(II) complexes with long alkyl chain ligand incorporated in micelle

Three palladium(II) complexes with a bidentate nitrogen ligand having a long alkyl chain (1, [PdCl2(C8-tmen)], C8-tmen = N,N,N′-trimethyl-N′-octylethylenediamine; 2, [PdCl2(C16-tmen)], C16-tmen = N,N,N′-trimethyl-N′-cetylethylenediamine; 3, [PdCl2(C8-bpy)], C8-bpy = 4-octyl-2,2′-bipyridine) were prepared. Addition of 1 to an aqueous solution of cetyltrimethylammonium bromide gave a metallomicelle containing the Pd(II) complex (1A). The other palladium complexes (2 and 3) were not incorporated into the CTABr micelle due to the unsuitable matching between the ligand and the micelle. 1A showed good catalytic performance for Suzuki and Heck coupling reactions in water. The catalyst system for the Heck reaction in water was reusable.

Palladium(II) complexes with a bidentate nitrogen ligand having an alkyl chain have been prepared. Metallomicelle containing the Pd(II) complex also has been prepared in aqueous phase. This metallomicelle showed good catalytic performance for the Heck and Suzuki coupling reactions in water.Figure optionsDownload as PowerPoint slideHighlights
► Syntheses of Pd(II) complexes with a bidentate ligand having a long alkyl chain.
► Preparation of metallomicelle consisting of palladium complex and CTABr.
► Catalytic performance of metallomicelle for the Suzuki and Heck reactions in water.
► The catalyst system for the Heck reaction in water was reusable.