1973 Volume 46 Issue 9 Pages 2814-2820
A kinetic study of the fusion reaction and the reaction in dimethyl sulfoxide of 2,6-dichloropurine with 1,2,3,5-tetra-O-acetyl-β-D-ribofuranose was undertaken, and both of them were proved to be of the second order. The activation energy and the activation entropy of the reaction in dimethyl sulfoxide were obtained: Ea=38.0 kcal/ mol and ΔS\ eweq=+15.3 cal · mol. The reaction was thus concluded to be bimolecular involving a considerable unimolecular character. Subsequently, the fusion reactions of 2,6-dichloro- and 2,6,8-trichloropurine with 1,2,3,5-tetra-O-acetyl-α- and -β -D-ribofuranose were examined by NMR spectroscopy with respect to the relative content ratios of all the materials and products in each reaction mixture; the results were found to be in good agreement with those obtained by the above kinetic study. On the basis of these results, the mechanism of the fusion reaction was discussed.
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