Applications of quinoxaline-bridged bis(benzimidazolium) salts as ligand sources for the palladium-catalyzed Suzuki and Heck cross-coupling reactions in an aqueous medium

DEMİR DÜŞÜNCELİ S., Sahan M. H., KALOĞLU M., ÜSTÜN E., ÖZDEMİR İ.

JOURNAL OF THE CHINESE CHEMICAL SOCIETY, cilt.69, sa.11, ss.1937-1953, 2022 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 69 Sayı: 11
  • Basım Tarihi: 2022
  • Doi Numarası: 10.1002/jccs.202200304
  • Dergi Adı: JOURNAL OF THE CHINESE CHEMICAL SOCIETY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, CAB Abstracts, Chemical Abstracts Core, INSPEC
  • Sayfa Sayıları: ss.1937-1953
  • Anahtar Kelimeler: bis(benzimidazolium) salt, Heck coupling, N-heterocyclic carbene, palladium, quinoxaline, Suzuki coupling
  • İnönü Üniversitesi Adresli: Evet

Özet

In the present work, quinoxaline-bridged bis(benzimidazolium) salts were prepared by the reaction of 2,3-bis(bromomethyl) quinoxaline and 1-substituted benzimidazole. The structures of the bis(benzimidazolium) salts were characterized by NMR, FT-IR, and elemental analysis techniques. Also, the photophysical properties of salts were investigated by UV-Vis absorption and fluorescence emission spectroscopy. Next, these quinoxaline bridged bis(benzimidazolium) salts were used as bidentate benzimidazol-2-ylidene ligand precursors in the palladium-catalyzed Suzuki-Miyaura and Mizoroki-Heck cross-couplings. These salts exhibited moderate-to-high activity in the palladium-catalyzed cross-coupling reactions.