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A First Approach to the cis-trans-cis-Photocyclodimers of 1,2-Naphthoquinone

✍ Scribed by Kerstin Schmidt; Juergen Kopf; Paul Margaretha

Publisher: John Wiley and Sons
Year: 2007
Tongue: German
Weight: 78 KB
Volume: 90
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.200790172

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✦ Synopsis

Abstract

On irradiation (λ=350 nm), 1,2‐naphthoquinone (=naphthalene‐1,2‐dione) monoacetals 1 are converted quantitatively to mixtures of the cis‐trans‐cis‐photocyclodimers 2 and 3. Careful hydrolysis of each of the (parent) pentacyclic diacetals 2a and 3a affords the – rather unstable – compounds 4 and 5, respectively.

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