Photosensitized Decomposition of Methyl Diazoacetate. Triplet Carbomethoxycarbene via Energy Transfer

Heinz D. Roth, Marcia L. Manion

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26 Scopus citations


The mechanisms involved in the photosensitized decomposition of methyl diazoacetate (1) were studied by examining the effect of 1 on the CIDNP phenomena observed during the ultraviolet irradiation of benzaldehyde (2) and benzoin (3) in cyclohexane-benzene solutions. The CIDNP spectra generated by photolysis of 3 were not changed significantly by the addition of 1. In contrast, the spectra observed during irradiation of 2 were suppressed by the addition of 1 and replaced by CIDNP signals of products formed by reaction of 1 with 2 or with cyclohexane. These results exclude a chemical sensitization mechanism and therefore support an alternative mechanism, energy transfer from triplet 2 to 1 leading to triplet carbomethoxycarbene.

Original languageEnglish (US)
Pages (from-to)779-783
Number of pages5
JournalJournal of the American Chemical Society
Issue number4
StatePublished - Feb 1 1975
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry


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