Palladium(II)-N-heterocyclic carbene complex derived from proline towards Suzuki–Miyaura coupling reaction in water at room temperature

Palladium(II)-N-heterocyclic carbene complex 1 derived from proline has been proved to be a highly effective catalyst in the Suzuki–Miyaura coupling reaction of aryl iodides and bromides with arylboronic acids in water at room temperature. The reactions are tolerant towards various functional groups in the substrates. Moreover, the complex 1-catalyzed medium-scale (10.0 mmol) Suzuki–Miyaura reactions were also carried out and it was found that the complex was also effective enough in these cases.

Graphical abstractPalladium(II)-N-heterocyclic carbene complex 1 derived from proline has been proved to be a highly effective catalyst in the Suzuki–Miyaura coupling reaction of aryl iodides and bromides with arylboronic acids in water at room temperature. Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Palladium(II)-N-heterocyclic carbene complex 1 (see Figure 1) derived from proline was proved to be a highly effective catalyst in the room temperature Suzuki–Miyaura coupling reaction of aryl/heteroaryl boronic acids with aryl/heteroaryl iodides and bromides in water. ► The palladium(II)-N-heterocyclic carbene complex 1 are air- and moisture stable and can be stored under air for several months. ► The spectroscopic data of all the products reported in this paper have been collected in the Supporting Information including 1H NMR, 13C NMR and was fully determined according to the reported ones.