Stereospecific and Unspecific Pathways for Aromatization of 1,4-Cyclohexadienes
The aromatization of trans-3,6-dideuterio-1,4-cyclohexadiene (1-d2) to benzene (2) with chromic acid is slightly stereospecific with a diastereomeric excess of 25%. This result is ascribed to two competing mechanisms, a stereospecific 2-electron oxidation with CrVI, and a non-specific 1-electron ox...
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| Main Authors: | , , |
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| Format: | Article |
| Language: | deu |
| Published: |
Swiss Chemical Society
1988-12-01
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| Series: | CHIMIA |
| Online Access: | https://www.chimia.ch/chimia/article/view/9880 |
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| Summary: | The aromatization of trans-3,6-dideuterio-1,4-cyclohexadiene (1-d2) to benzene (2) with chromic acid is slightly stereospecific with a diastereomeric excess of 25%. This result is ascribed to two competing mechanisms, a stereospecific 2-electron oxidation with CrVI, and a non-specific 1-electron oxidation with CrlV. In contrast, aromatization of 1-d2 with lead tetraacetate exhibits no stereospecificity.
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| ISSN: | 0009-4293 2673-2424 |