The Journal of Organic Chemistry

Electron-transfer photochemistry of thianthrene. Nucleophile-assisted photooxidation to sulfoxide

G Jones, B Huang, SF Griffin

Index: Jones, Guilford; Huang, Bin; Griffin, Susan F. Journal of Organic Chemistry, 1993 , vol. 58, # 8 p. 2035 - 2042

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Citation Number: 24

Abstract

The photochemistry of thianthrene (1) in the presence of a variety of electron acceptors in acetonitrile/water has been investigated. Diffusion-limited rates of fluorescence quenching were observed on excitation of 1 (with fumaronitrile and with methyl phthalate). Alternatively, addition of 1 led to quenching of the fluorescence emission of ketones, biacetyl, and fluorenone and to the quenching of the excited triplet states of quinones such as 2, 5- ...