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


Erdemir F., AKTAŞ A., CELEPCİ D. B., GÖK Y.

CHEMICAL PAPERS, cilt.74, sa.1, ss.99-112, 2020 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 74 Sayı: 1
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1007/s11696-019-00859-x
  • Dergi Adı: CHEMICAL PAPERS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core
  • Sayfa Sayıları: ss.99-112
  • Anahtar Kelimeler: Crystal structure, Mizoroki-Heck reactions, N-Heterocyclic carbenes, Palladium complex, Sonogashira reactions, Triphenylphosphine, N-HETEROCYCLIC CARBENES, CATALYTIC-ACTIVITY, SUZUKI-MIYAURA, PALLADIUM COMPLEXES, ARYL HALIDES, COPPER FREE, ARYLATION, LIGANDS, ABSORPTION, PHOSPHINE
  • İnönü Üniversitesi Adresli: Evet

Özet

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, H-1-NMR, C-13-NMR, and P-31-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.