Abstract
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).
Highlights
Thiosemicarbazones are versatile ligands which are able to coordinate to metals through C, N and S atoms
When bonding to the metal is through the sulfur, iminic nitrogen and a carbon atoms cyclometallated compounds are formed. These have aroused great interest due to their wide range of applications. Their biological activity depends on the parent aldehyde or ketone [1,2,3]; palladium (II) complexes have proved to be useful as catalysts in cross coupling reactions like the Heck and Suzuki-Miyaura cross-coupling reaction [4,5,6,7]
The ligands were prepared by the condensation of acetylphenylboronic acid with different thiosemicarbazides (Figure 1)
Summary
Thiosemicarbazones are versatile ligands which are able to coordinate to metals through C, N and S atoms. When bonding to the metal is through the sulfur, iminic nitrogen and a carbon atoms cyclometallated compounds are formed. The boronic acid could lead to further modification of the structure of the cyclometallated tetranuclear compound using the Suzuki cross-coupling reaction. Reactivity towards phosphine ligands provides different structures [10] that modulate the applicability to the coupling reaction.
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