Synthesis, microwave-promoted catalytic activity in Suzuki-Miyaura cross-coupling reactions and antimicrobial properties of novel benzimidazole salts bearing trimethylsilyl group

Yälmaz Ü., KÜÇÜKBAY H., Şireci N., Akkurt M., GÜNAL S., DURMAZ R., ...More

Applied Organometallic Chemistry, vol.25, no.5, pp.366-373, 2011 (SCI-Expanded, Scopus) identifier

  • Publication Type: Article / Article
  • Volume: 25 Issue: 5
  • Publication Date: 2011
  • Doi Number: 10.1002/aoc.1772
  • Journal Name: Applied Organometallic Chemistry
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.366-373
  • Keywords: antimicrobial activity., benzimidazole salt, carbene, coupling reaction, microwave, palladium catalysis, Suzuki-Miyaura coupling
  • Ankara Yıldırım Beyazıt University Affiliated: Yes

Abstract

A mixture of benzimidazole salts (2-7), Pd(OAc)2 and K 2CO3 in DMF-H2O catalyzes the Suzuki-Miyaura cross-coupling reactions promoted by microwave irradiation resulting in high yield within a short time. In particular, the yield of the Suzuki-Miyaura reactions with aryl bromides was found to be nearly quantitative. The synthesized benzimidazole salts (2-7) were identified by 1H- 13C, NMR, IR spectroscopic methods and microanalysis. The molecular structure of 1 was determined by X-ray crystallography. The antibacterial and antifungal activities of the novel benzimidazole derivatives (1-7) were also tested against standard strains. © 2011 John Wiley & Sons, Ltd.