A significant new product from the addition of dichlorocarbene to tetraphenylcyclone
β Scribed by Harold Hart; Jeffrey W. Raggon
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- French
- Weight
- 201 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
We have re-examined' the addition of dichlorocarbene to tetraphenylcyclone and found a new product which is not derived from 1,2-cycloaddition to the carbon-carbon double bond.
Addition of dichlorocarbene, generated from chloroform and base under phase transfer conditions,2 to tetraphenylcyclone !, gave two products, $ and %, in addition to some unreacted starting material.
π SIMILAR VOLUMES
A recent reactivity comparison of dichlorocarbene and chlorofluorocarbene suggested that steric hindrance played an important role in determining the rate of the carbene-olefin addition reaction (1). Indeed, although warnings were is-
## Abstract A new product arising from the reaction of dichlorocarbene with norbornadiene, 6__endo__β(2,2βdichlorovinyl)β__cis__βbicyclo[3.1.0]hexβ2βene, is described. It does not arise from the normal __exo__βl,2βadduct, but possibly originates by sigmatropic rearrangement of an initially formed z