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Photochemical reaction of 5-dicyanomethylenebicyclo[2.2.2]oct-2-ene as a model for a light-energy conversion and storage system

✍ Scribed by Tsutomu Kumagai; Kazuya Murakami; Hajime Hotta; Toshio Mukai

Publisher: Elsevier Science
Year: 1982
Tongue: French
Weight: 240 KB
Volume: 23
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)85692-0

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✦ Synopsis

Upon irradiation, 5-dicyanomethylenebicyclo[2.2.2]octene (2) gives a highly strained compound, 2,2-dicyanotricyclo[4.2.1.01'3]nonene (6) in good yield. Of additional interest is the observation that the starting material 3 can be quantitatively regenerated from the photoproduct 6 with release of 28.8 kcal/mol. -Previously, we reported the photoreaction of 8-dicyanomethylenetricyclo[3.2.2.02y4]nonene (1) to give 8-dicyanomethylenetricyclo[3.3.1.02'4]nonene (&).2 The photochemical behavior of the structually related bicyclo[2.2.2]octene derivative is described in this paper.

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