A new PEPPSI type N-heterocyclic carbene palladium(II) complexes and its efficiency as a catalyst for Mizoroki-Heck cross-coupling reactions in water : Synthesis, Characterization and their antimicrobial and Cytotoxic activities

Mnasri A., Al-Ayed A. S., Ozdeir I., Gürbüz N., Naceur H.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1234, 2021 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1234
  • Basım Tarihi: 2021
  • Doi Numarası: 10.1016/j.molstruc.2021.130204
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, INSPEC
  • Anahtar Kelimeler: Benzimidazolium salt, Palladium catalysis, N-heterocyclic carbene, Cytotoxic activity, Antimicrobial activity, SUZUKI-MIYAURA, NHC
  • İnönü Üniversitesi Adresli: Evet

Özet

A series of novel benzimidazolium salts 2 and their new air and moisture stable PEPPSI type N-heterocyclic carbene palladium(II) complexes (PEPPSI: pyridine-enhanced pre-catalyst preparation, stabilisation, and initiation), were synthesized and characterized by means of H-1 and C-13{1H} NMR, FTIR spectroscopic methods and elemental analysis was employed to catalyze the Mizoroki-Heck cross-coupling reactions of aryl bromides with styrene in water. To the best of our knowledge, this is the first report where a Pd-PEPPSI catalyst was successfully employed in aqueous-phase Mizoroki-Heck reaction. Good to excellent yields of cross-coupling products were obtained with a range of representative aryl bromides under relatively mild conditions. Moreever the antimicrobial activity of the PEPPSI type N-heterocyclic carbene palladium(II) complexes 3a-e varies with the nature of the ligands. Also, the IC50 values of both, complexes (3a-e) have been determined. In addition, the new PEPPSI type N-heterocyclic carbene palladium(II) complexes were screened for their cytotoxic activities. Complex 3b exhibited the highest antitumor effect with IC50 values 0.63 mu g/mL and against MCF-7. (C) 2021 Elsevier B.V. All rights reserved.