Abstract
β-cyclodextrin immobilized with epichlorohydrin was used for the selective syntheses of 4-hydroxybenzoic acids from phenols and carbon tetrachloride in aqueous sodium hydroxide solutions. The selectivities were 100 %, and the yields were larger than 80 mole%. The immobilized catalysts were easily separated from the reaction mixture, and were repeatedly used without measurable decrease in the catalytic activity.
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References
M. L. Bender, M. Komiyama, ‘Cyclodextrin Chemistry’, Springer-Verlag, 1978, Berlin.
J. Szejtli ‘Cyclodextrins and their Inclusion Complexes’, Akadémiai Kiadó, 1982, Budapest.
R. Breslow, P. Campbell,J. Am. Chem. Soc.,91, 3085 (1969).
R. Breslow, P. Campbell,Bioorg. Chem.,1, 140 (1971).
R. Breslow, H. Kohn, B. Siegel,Tetrahedron Lett.,1976, 1645 (1976).
I. Tabushi, K. Fujita, H. Kawakubo,J. Am. Chem. Soc.,99, 6456 (1977).
I. Tabushi, K. Yamamura, K. Fujita, H. Kawakubo,J. Am. Chem. Soc.,101, 1019 (1979).
M. Ohara, J. Fukuda,Pharmazie,33, H7 (1978).
M. Komiyama, H. Hirai,Makromol. Chem., Rapid Commun.,2, 177, 601, 707, 715, 733, 757, 759 (1981).
M. Komiyama, H. Hirai,Makromol. Chem., Rapid Commun.,2, 661 (1981).
M. Komiyama, H. Hirai,Bull. Chem. Soc. Jpn.,54, 2053 (1981).
M. Komiyama, H. Hirai,J. Am. Chem. Soc.,105, 2018 (1983).
M. Komiyama, H. Hirai,J. Am. Chem. Soc.,106, 174 (1984).
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Komiyama, M., Sugiura, I. & Hirai, H. Selective synthesis of 4-hydroxybenzoic acid using immobilized cyclodextrin. Journal of Inclusion Phenomena 2, 823–827 (1984). https://doi.org/10.1007/BF00662251
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DOI: https://doi.org/10.1007/BF00662251