Methoxy Groups Increase Reactivity of Bifunctional Tetraarylphosphonium Salt Catalysts for Carbon Dioxide Fixation: A Mechanistic Study
Yasunori Toda*, Yutaka Komiyama, Hiroyoshi Esaki, Kazuaki Fukushima* and Hiroyuki Suga*
*Shinshu University, 4-17-1 Wakasato, Nagano 380-8553; Hyogo College of Medicine, 1-1 Mukogawa-Cho, Nishinomiya, Hyogo
663-8501, Japan,
Email: ytoda
shinshu-u.ac.jp, ka-fukushimahyo-med.ac.jp, sugahioshinshu-u.ac.jp
Y. Toda, Y. Komiyama, H. Esaki, K. Fukushima, H. Suga, J. Org. Chem., 2019, 84, 15578-15589.
DOI: 10.1021/acs.joc.9b02581
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Abstract
Coupling reactions of epoxides with carbon dioxide that proceed at atmospheric pressure at temperatures of less than 100°C are challenging. Tetraarylphosphonium salts (TAPS) catalyze the formation of five-membered cyclic carbonates by chemical fixation using 1 atm of carbon dioxide at 60°C. Electron-donating groups enhanced the reactivity of the used TAPS.
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proposed mechanism
Y. Toda, K. Hashimoto, Y. Mori, H. Suga, J. Org. Chem., 2020, 85, 10980-10987.
Key Words
ID: J42-Y2019
