Ring opening of epoxides with alcohols using Fe(Cp)2BF4 as catalyst |
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Authors: | Geeta Devi Yadav Surendra Singh |
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Institution: | Department of Chemistry, University of Delhi, Delhi 110007, India |
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Abstract: | Fe(Cp)2BF4 is an efficient catalyst for the alcoholysis of aromatic, aliphatic, and cyclic epoxides giving excellent yields of the corresponding β-alkoxy alcohols under ambient conditions. The methanolysis of styrene oxide using Fe(Cp)2BF4 as a catalyst (5 mol %) gave excellent yield of 2-methoxy-2-phenylethanol with complete regio-selectivity. The ring opening of cyclic epoxides gave 77–97% yields of trans-β-methoxy alcohols, in 0.5–6 h. The use of 1,2-epoxyhexane and 1,2-epoxydodecane as substrates gave both regioisomers in excellent yields. The first order rate of reaction with respect to catalyst was observed for the kinetics of ring opening of 1,2-epoxyhexane with methanol. |
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Keywords: | Ring opening of epoxides Alcoholysis Methanolysis Fe(Cp)2BF4 Lewis acid catalyst |
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