Substituent effects on the meta photocycloaddition of arenes to alkenes
โ Scribed by E. M. Osselton; E. L. M. Lempers; C. P. Eyken; J. Cornelisse
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 534 KB
- Volume
- 105
- Category
- Article
- ISSN
- 0165-0513
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Secondary deuterium isotope effects were observed in the meta photocycloaddition
The effect of substitution of hydrogen by deuterium in some aromatic compounds on product distributions in the meta photocycloaddition to al kenes was investigated. The isotope effects found are in agreement with a polar mechanism.
## Abstract Methylโ, ethoxyโ, and phenylโsubstituted acrylonitriles undergo efficient 1,2โphotocycloโaddition to 4โcyanoanisole, but the azocine formation of the parent addend is inhibited by these groups. The regiochemistry, selectivity and efficiency of the cycloaddition of acrylonitrile to cyano