Here we want to report the synthesis of a new air and moisture stable palladium complex with a thiosemicarbazone ligand and its catalytic effect in the Suzuki-Miyaura cross-coupling reaction of aryl halides with phenylboronic acid under microwave irradiation. In contrast to other palladium complexes with thiosemicarbazones, this complex was inactive towards the Suzuki-Miyaura coupling under aerobic conditions, by conventional heating. On the other hand, microwave irradiation promoted the effective catalytic activity of the complex for the coupling of aryl bromides and chlorides with phenylboronic acid in DMF/H₂O, under aerobic conditions.
These results lead us to propose that specific microwave effects rather than thermal effects are responsible for the acceleration of this reaction.These specific microwave effects are evidently connected to the involvement of highly polar species and intermediates.The microwave-promoted cross-coupling reaction by palladium complexes with thiosemicarbazones provides a convenient approach relative to existing methods that require an inert atmosphere due to the air-sensitive nature of other catalysts

REFERENCES

Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457-2483
Loupy, A., Ed.; Microwaves in Organic Synthesis; Wiley-VCH: Weinheim, 2002
Perreux, L.; Loupy, A. Tetrahedron 2001, 57, 9199-9223
Kostas, I. D.; Andreadaki, F. J.; Kovala-Demertzi, D.; Prentjas, C.; Demertzis, M. A. Tetrahedron Lett. 2005, 46, 1967-1970

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