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Paper | Regular issue | Vol 55, No. 12, 2001, pp.2315-2324
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9341
Photoreactions of 3-Tosyl- and 6-Tosyl-dihydro-1,3-diazaazulanones to Form 1,3-Diazaazulanones and Ionic Pairs between p-Toluenesulfonate Anion and 1,3-Diazadihydroazulanone Cations

Katsuhiro Saito,* Tomoko Kunisada, Hiroyuki Ishiguro, Michie Sato, and Tadayuki Doi

*Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya 466-8555, Japan


A solvent effect was found on the photoreactions of 1-aryl-3-tosyldihydro-1,3-diazaazulanones with a low pressure mercury lamp. Thus, ion pairs between p-toluenesulfonate anion and the corresponding 1-aryl-1,3-diazadihydroazulanone cations were afforded by the reactions in THF. On the other hand, the corresponding 1-aryl-1,3- diazaazulanones were formed by the reactions in the other solvents. The analogous photoreactions with 1-aryl-6-tosyldihydro-1,3-diaza-azulanones afforded the corresponding 1-aryl-1,3-diazaazulanones