Formation and photochemical rearrangement of carbon-oxygen-linked anthracenes
β Scribed by Hans-Dieter Becker; Eva Hammarberg; Brian W. Skelton; Allan H. White
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 254 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
The concomitant synthesis of dibenz(a,c)anthracene l,Z-oxide (8) and benz(a)anthryl (5.6-f) oxepine ( 9) from a common dibromoacetate precursor, and photoisomerization of arene oxide (8) to the oxepine ( 9) y& an oxygen walk mechanism occurs in accord with predictions.
The effectivity of optical switching between anthracene derivatives 3a,b and their intramolecular photocycloadducts 4a,b is impaired by traces of acid. The systematic treatment of 4a,b with an increasing excess of formic acid revealed that-apart from the normal enolether cleavage 4a,b!6a,b!7a,b-a cl
## Abstract Upon irradiation a number of Nβmesyloxylactams such as (I), (IV), (VI), and (VIII) undergo efficient ringβcontraction yielding pyrrolidine, piperidine, and azepane derivatives.