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New (NHC)Pd(II)(PPh3) complexes: synthesis, characterization, crystal structure and its application on Sonogashira and Mizoroki–Heck cross-coupling reactions

Fatoş Erdemir, Aydın Aktaş, Duygu Barut Celepci, and Yetkin Gök

İnönü University, Faculty of Science, Malatya, Turkey

 

E-mail: aydinaktash@hotmail.com

Abstract: In this study, new six Pd-based complexes containing mixture N-heterocyclic carbene (NHC) and triphenylphosphine (PPh3) ligands were synthesized from the reaction of the (NHC)PdI2(pyridine) with PPh3. The new (NHC)PdI2(PPh3) complexes were characterized using FTIR, 1H-NMR, 13C-NMR, and 31P-NMR spectroscopy and elemental analyses techniques. These spectra are consistent with the proposed formula. Molecular and crystal structure of two complexes was obtained using single-crystal X-ray diffraction method. Based on the crystal results, a cis geometry was assigned to all the complexes. These new complexes have been examined as the catalyst in the Sonogashira cross-coupling reaction. The catalytic conversions of the complexes were obtained between 71 and 99% from the reaction of phenylacetylene and aryl bromides. Also, these new complexes have been examined as the catalyst in the Mizoroki–Heck cross-coupling reaction. The catalytic conversions of the complexes were obtained between 80 and 100% from the reaction of styrene and aryl bromides.

Keywords: Crystal structure ; Mizoroki–Heck reactions ; N-Heterocyclic carbenes ; Palladium complex ; Sonogashira reactions ; Triphenylphosphine 

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-019-00859-x

 

Chemical Papers 74 (1) 99–112 (2020)

Thursday, January 20, 2022

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