Photochemistry of cyclic vicinal tricarbonyl compounds. Photochemical reaction of 1,2,3-Indanetrione with 2,3-dimethyl-2-butene: hydrogen abstraction and photocycloaddition
UV irradiation of 1,2,3-indanetrione, in CH2Cl2, in the presence of 2,3-dimethyl-2-butene yields a complex mixture of products arising from hydrogen abstraction, [2pi+2pi] photocycloaddition (Paternò-Büchi reaction), and [4pi +2pi] photocycloaddition. The reaction is dependent on electronic and ster...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
| Published: |
Sociedade Brasileira de Química
2000-01-01
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| Series: | Journal of the Brazilian Chemical Society |
| Subjects: | |
| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532000000500008 |
| Summary: | UV irradiation of 1,2,3-indanetrione, in CH2Cl2, in the presence of 2,3-dimethyl-2-butene yields a complex mixture of products arising from hydrogen abstraction, [2pi+2pi] photocycloaddition (Paternò-Büchi reaction), and [4pi +2pi] photocycloaddition. The reaction is dependent on electronic and steric effects, with the later accounting for the high chemical yield observed for the formation of the dioxene-type product. |
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| ISSN: | 0103-5053 |