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Photochemistry of [2.2]Paracyclophan-enes — a Matrix-Isolation Study

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

Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
392 KB
Volume
1996
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

The UV photolysis of [2.2]paracyclophan‐ene (3) and benzo‐[2.2]paracyclophan‐ene (4), matrix‐isolated in argon at 10 K, results in the cleavage of the ethano bridge and formation of compounds 5 and 8, respectively. The IR and UV/Vis spectra are compared with p‐xylylene and the benzyl radical as models for a quinoid or diradicaloid structure. The absence of an ESR signal reveals a singlet ground state for these compounds. Remarkable is a sharp absorption in the red part of the visible spectrum which is not observed in the case of p‐xylylene or the benzyl radical. The electronic structure can be described as quinoid with a substantial amount of diradicaloid character.

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