Bimolecular Formation of Radicals by Hydrogen Transfer, 11. Transfer Hydrogenation of Conjugated Cyclic Dienes and Trienes
✍ Scribed by Morgenthaler, Jens ;Rüchardt, Christoph
- Publisher
- John Wiley and Sons
- Year
- 1996
- Tongue
- English
- Weight
- 432 KB
- Volume
- 1996
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
1,3‐Cyclohexadiene, 1,3‐cycloheptadiene and cycloheptatriene are smoothly hydrogenated to cyclohexene and cycloheptene, respectively, when heated to 260–340°C with an excess of 9,10‐dihydroanthracene (DHA) in diphenyl ether or benzonitrile. On the basis of a mechanistic study a nonchain three‐step mechanism is proposed which is initiated by a transfer of a hydrogen atom from DHA to the polyenes (retrodisproportionation).
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