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Photoreaction of naphtho-1,2-dithiole-3-thiones with cyclohexene. Isolation of a stable o-thioquinonemethide and an equilibrium with [4+2] dimer

✍ Scribed by Renji Okazaki; Kazuhiko Sunagawa; Mitsuharu Kotera; Naoki Inamoto

Publisher: Elsevier Science
Year: 1976
Tongue: French
Weight: 204 KB
Volume: 17
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)93117-4

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✦ Synopsis

Chemistry of a-quinonoid compounds has been a subject of continuing interest in recent years. 2) de Mayo et al. 3) and we4) have recently reported the photochemical formation of o-thioquinonemethides 1 and their equilibrium with [4+4] dimers 2a or 2 (presumably 3). -

The dimer 2 was obtained as white crystals, but the pure monomer 1 could not be isolated although its existence in solution was established by the spectroscopic data and chemical reactions.

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