4.7 Article

Expanded Heterogeneous Suzuki-Miyaura Coupling Reactions of Aryl and Heteroaryl Chlorides under Mild Conditions

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 351, Issue 17, Pages 2912-2920

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200900495

Keywords

heterogeneous catalysis; immobilization; mesoporous materials; palladium; Suzuki-Miyaura reaction

Funding

  1. Korea Ministry of Education, Science and Technology
  2. National Research Foundation of Korea [20090072013]
  3. National Research Foundation of Korea [2007-0056088] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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A mesoporous LTA zeolite (MP-LTA)-supported palladium catalyst was developed for the highly efficient Suzuki-Miyaura reaction of aryl and heteroaryl chlorides. The couplings of various aryl chlorides with arylboronic acids in aqueous ethanol were efficiently achieved in the presence of 1.0 mol% of the catalyst. Furthermore, the scope of this catalyst was extended to the coupling of heteroaryl chlorides. Regardless of the substituents, all of the coupling reactions were very clean and highly efficient under mild heating. It shows that our catalyst is one of the most powerful heterogeneous catalysts for the coupling of a wide range of aryl and heteroaryl chlorides. The catalyst could be repetitively used at least 10 times without a significant loss of its catalytic activity. Compared to mesoporous SBA-1.5 and MCM-41 materials, the MP-LTA support proved to be very stable and robust to prevent degradation upon reuse.

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