Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Kinetics of the 1,3-dipolar Cycloaddition of p-substituted 3-phenylsydnones with DMAD

  • Published : 1987.08.20
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Abstract

The kinetics of the 1,3-dipolar cycloaddition of p-substituted 3-phenylsydnones 1a-d with DMAD have been investigated. The reaction rates over a temperature range $100-140^{\circ}C$ were measured by UV spectrometry. The reactions found to be second-order overall, insensitive to the dielectric constants of the solvents, and characterized by a large entropy of activation. These findings are consistent with the rate-determining step involving the formation of cyclic transition state 1 and the reaction proposed to be concerted.

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  1. Chemistry of Sydnone Compounds vol.39, pp.6, 1992, https://doi.org/10.1002/jccs.199200099
  2. [3 + 2]-Cycloaddition reaction of sydnones with alkynes vol.14, pp.None, 1987, https://doi.org/10.3762/bjoc.14.113