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Department of Inorganic Chemistry, Faculty of Chemistry, Razi University, Kermanshah, 67149, Iran
10.22036/org.chem.2023.360237.1279
Abstract
The Mizoroki-Heck coupling reaction has been carried out using Pd(OAc)2 and bisimidazolium (1,1′-methylene-3,3′-bis[(N-(isopropyl)imidazol-2-ylidene]dibromide) for aryl bromides as well as less reactive chlorobenzene with mono- and di-substituted olefins. Only 0.025 mol% of Pd(II) shows a high activity toward the coupling reaction with turnover number (TON) ≈ 600-3960. Further, this catalyst system, Pd(OAc)2/Bisimidazolium, exhibits the excellent selectivity for the trans-isomer coupling products and the terminal arylation coupling products for mono- and di-substituted olefins, respectively. The nature of olefins (n-butyl acrylate, styrene, and 1,1-disubstituted olefins) has a significant contribution on the yield of the coupling products.
Daryanavard, M., Mohammadi, B., Nadri, S., & Joshaghani, M. (2021). Pd(OAc)2/1,1′-Methylene-3,3′-bis[(N-(isopropyl)imidazol-2-ylidene]: An Efficient Catalyst for the Heck Arylation of Various Olefins. Organic Chemistry Research, 7(1), 77-85. doi: 10.22036/org.chem.2023.360237.1279
MLA
Marzieh Daryanavard; Behzad Mohammadi; Shirin Nadri; Mohammad Joshaghani. "Pd(OAc)2/1,1′-Methylene-3,3′-bis[(N-(isopropyl)imidazol-2-ylidene]: An Efficient Catalyst for the Heck Arylation of Various Olefins". Organic Chemistry Research, 7, 1, 2021, 77-85. doi: 10.22036/org.chem.2023.360237.1279
HARVARD
Daryanavard, M., Mohammadi, B., Nadri, S., Joshaghani, M. (2021). 'Pd(OAc)2/1,1′-Methylene-3,3′-bis[(N-(isopropyl)imidazol-2-ylidene]: An Efficient Catalyst for the Heck Arylation of Various Olefins', Organic Chemistry Research, 7(1), pp. 77-85. doi: 10.22036/org.chem.2023.360237.1279
VANCOUVER
Daryanavard, M., Mohammadi, B., Nadri, S., Joshaghani, M. Pd(OAc)2/1,1′-Methylene-3,3′-bis[(N-(isopropyl)imidazol-2-ylidene]: An Efficient Catalyst for the Heck Arylation of Various Olefins. Organic Chemistry Research, 2021; 7(1): 77-85. doi: 10.22036/org.chem.2023.360237.1279