The Photochemistry of Santonin in Aprotic Solvent: Part l. Photoproducts. Part II. Mechanism

Citation

Fisch, Michael Hamilton (1965) The Photochemistry of Santonin in Aprotic Solvent: Part l. Photoproducts. Part II. Mechanism. Dissertation (Ph.D.), California Institute of Technology. doi:10.7907/5EQE-4M55. https://resolver.caltech.edu/CaltechETD:etd-02182003-102952

Abstract

Irradiation of santonin in aprotic solvents, e. g. benzene or dioxane, gives rise only to lumisantonin, but further irradiation of lumisantonin then leads to no fewer than four new photoproducts which will be designated mazdasantonin, H, B, and J. The further photoconversion of these compounds, although considerably less striking than that of lumisantonin, has also been studied in a qualitative way. Studies of the singlet or triplet nature of these reactions provides evidence for triplet paths in the conversion of one isomer to another and in the subsequent dimerization of mazdasantonin. Thus, triplet states appear to play an important role in photochemistry even in simple isomerizations which quenching data show to be very fast and to have rates in the range of normal singlet reactions.

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