Synthesis of sterically hindered N-benzyladamantyl substituted benzimidazol-2-ylidene palladium complexes and investigation of their catalytic activity in aqueous medium

Dehimat Z. I., PAŞAHAN A., Tebbani D., YAŞAR S., ÖZDEMİR İ.

TETRAHEDRON, cilt.73, sa.40, ss.5940-5945, 2017 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 73 Sayı: 40
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1016/j.tet.2017.08.037
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.5940-5945
  • Anahtar Kelimeler: N-heterocyclic carbene complex, Palladium, Suzuki coupling, Green chemistry, CROSS-COUPLING REACTIONS, HETEROCYCLIC CARBENE COMPLEXES, SUZUKI-MIYAURA REACTION, TRANSITION-METAL-COMPLEXES, LINKED AMPHIPHILIC POLYMER, PD-PEPPSI-IPENT, LIGAND-FREE, ROOM-TEMPERATURE, ASSEMBLED COMPLEX, ARYL CHLORIDES
  • İnönü Üniversitesi Adresli: Evet

Özet

NHC-Pd-PEPPSI complexes with bulky benzyladamantyl substituted N-heterocyclic carbenes (NHC) were synthesized and characterized by NMR, HRMS, and micro analysis. These complexes were then used for Suzuki-Miyaura coupling reactions between aryl bromides and phenylboronic acid. With low catalyst, loading, all synthesized complexes rapidly catalyzed the Suzuki-Miyaura cross-coupling reaction in iPrOH/water (1:3 v/v) at room temperature in air. All palladium compounds were stable and had high catalytic activity for the Suzuki-Miyaura coupling reaction. (C) 2017 Elsevier Ltd. All rights reserved.