Synthesis, characterization, and microwave-promoted catalytic activity of novel benzimidazole salts bearing silicon-containing substituents in Heck-Mizoroki and Suzuki-Miyaura cross-coupling reactions under aerobic conditions

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KÜÇÜKBAY H., ŞİRECİ N., Yilmaz U., Deniz S., AKKURT M., Baktir Z., ...More

TURKISH JOURNAL OF CHEMISTRY, vol.36, no.2, pp.201-217, 2012 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 36 Issue: 2
  • Publication Date: 2012
  • Doi Number: 10.3906/kim-1109-5
  • Journal Name: TURKISH JOURNAL OF CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.201-217
  • Keywords: Benzimidazole salt, N-heterocyclic carbene, palladium catalysis, Heck-Mizoroki coupling reaction, Suzuki-Miyaura coupling reaction, microwave, crystal structure analysis, ARYL CHLORIDES, PHENYLBORONIC ACID, PALLADIUM, COMPLEXES, CARBENE, WATER, MONOHYDRATE, HALIDES, BROMIDES, ALKENES
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

A number of benzimidazole derivatives (1-8) were synthesized and the catalytic activity of these compounds in a catalytic system including Pd(OAc)(2) and K2CO3 in DMF-H2O was evaluated in Heck-Mizoroki and Suzuki-Miyaura cross-coupling reactions of aryl iodides, bromides, and chlorides with styrene and arylboronic acids under microwave irradiation and aerobic conditions. The yields of both the Heck-Mizoroki and the Suzuki-Miyaura cross coupling reactions with aryl iodides and aryl bromides were nearly quantitative.