ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

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)