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1,4-dicarbonyl-2,5-cyclohexadiene

✍ Scribed by Marquardt, Ralph ;Sander, Wolfram ;Laue, Thomas ;Hopf, Henning

Publisher: John Wiley and Sons
Year: 1995
Tongue: English
Weight: 455 KB
Volume: 1995
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.1995199509228

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✦ Synopsis

Abstract

The mechanism of the photolysis of [2.2]paracyclophane‐1,10‐dione (9) was investigated in solution and in argon matrices. The first step of the photolysis involves α‐cleavage of the cyclophane yielding a diradical 11 which could be trapped by ethanol. In argon at 10 K the diradical rapidly splits into p‐xylylene (10) and 1,4‐dicarbonyl‐2,5‐cyclohexadiene (7) and therefore was not directly observed by spectroscopic methods. The bisketene 7 was characterized by comparison of the experimental and calculated IR spectrum.

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