Reactivity of functionalized thiosemicarbazone complexes towards phosphines

Abstract – The aim of this work is the design, synthesis and characterization of a series of phenylboronic cyclometallated derivatives bearing different phosphines. Palladium cyclometallated compounds have proved to be useful as catalysts in cross coupling reactions [1, 2]. In particular, palladacycles with a boronic acid function may lead to further modifications applicable to the Suzuki-Miyaura reaction [3], thus modifying the properties of the compounds. Reactivity towards phosphine ligands provides different structures [4] that modulate the applicability to the coupling reaction.

The compounds were prepared by reaction of cyclometallated species with different phosphine ligands and they were characterized by IR, ¹H and ³¹P NMR spectroscopy.

Acknowledgements - We wish to thank the financial support received from the Xunta de Galicia (Galicia, Spain) under the Grupos de Referencia Competitiva Programme Projects GRC2015/009. F. Reigosa and F. Lucio thank the Spanish Ministry of Education (grant FPU15/07145 and FPU13/05014).

References

[1] M. Ohff; A. Ohff; M.E. van der Boom; D. Milstein; J. Am. Chem. Soc., 1997, 119, 11687.

[2] R.N. Prabhu; R. Ramesh; Tetrahedron Letters, 2013, 54, 1120.

[3] Adrio, L.A., PhD Dissertation, University of Santiago de Compostela, 2006.

[4] Bermúdez, B., PhD Dissertation, University of Santiago de Compostela, 2014.