Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 14, Issue -, Pages 1859-1870Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.14.160
Keywords
cationic palladium(II) complexes; Pd(II)/Pd(IV) complexes; SNS pincer complexes; Suzuki-Miyaura
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Funding
- University of Johannesburg (UJ)
- Sasol Ltd
- National Research Foundation (NRF)
- Research Centre for Synthesis and Catalysis of the Department of Chemistry at UJ
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Unlike their SCS analogues, SNS pincer complexes are poorly studied for their use in coupling reactions. Accordingly, a series of water soluble cationic Pd(II) SNS pincer complexes have been successfully synthesised and investigated in detail for their catalytic activity in Suzuki-Miyaura coupling reactions. By using only 0.5 mol % loading of the complexes, the coupling of inactivated aryl bromides and activated aryl chlorides with various boronic acids in water was achieved in excellent yields and the catalysts were found to be reusable for three cycles without a significant loss of activity. The investigation of the mechanism of the reaction revealed that a Pd(II) to Pd(IV) route is the more likely pathway which was further supported by computational studies.
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