Journals / Turkish Journal of Chemistry / 2012 / Cilt: 36 - Sayı: 2

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

Pages
201–217
Publication Date
2012-02-01
DOI
—
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

The molecular structure of 7 was also determined by X-ray crystallography.

📌 3 Key Takeaways

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Objective & Hypothesis: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.
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Key Findings & Data:The yields of both the Heck-Mizoroki and the Suzuki-Miyaura cross coupling reactions with aryl iodides and aryl bromides were nearly quantitative.
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Conclusion & Impact:The molecular structure of 7 was also determined by X-ray crystallography.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Benzimidazole salt · N-heterocyclic carbene · palladium catalysis

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. The synthesized 1-substituted benzimidazole (1) and benzimidazole salts (2-8) were identified by 1H- and 13C-NMR and IR spectroscopic methods, and micro analysis. The molecular structure of 7 was also determined by X-ray crystallography.

Özet

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. The synthesized 1-substituted benzimidazole (1) and benzimidazole salts (2-8) were identified by 1H- and 13C-NMR and IR spectroscopic methods, and micro analysis. The molecular structure of 7 was also determined by X-ray crystallography.

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Cite This Article

KÜÇÜKBAY, H., ŞİRECİ, N., YILMAZ, Ü., DENİZ, S., AKKURT, M. (2012). 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. Turkish Journal of Chemistry, Cilt: 36 - Sayı: 2, 201–217. https://ajindex.com/articles/185386

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