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Selective hydroxymethylation of guaiacol in the presence ofβ-cyclodextrin

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Abstract

Studies on the effect ofβ-cyclodextrin (BCD) and its derivatives on the selectivity in hydroxymethylation of guaiacol by formaldehyde was carried out. Fairly high selectivity with respect to isovanillyl alcohol formation was achieved. Significantly, the selectivity-enhancing effects of 2,6-di-O-methyl-BCD was much larger, giving rise to 22% more of isovanillyl alcohol formation than BCD and its polymer. UV, fluorescence,1H-NMR spectroscopic and potentiometric studies were also carried out to determine the orientation of guaiacol inside the BCD cavity.

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Ravichandran, R., Divakar, S. Selective hydroxymethylation of guaiacol in the presence ofβ-cyclodextrin. J Incl Phenom Macrocycl Chem 16, 201–208 (1993). https://doi.org/10.1007/BF00708790

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  • DOI: https://doi.org/10.1007/BF00708790

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