SYNTHRSES AND REACTIONS OF SOME NEW DITHIA[3.1.3.1lPARACYCLOPHANRS AND [2.1.2.IlPARACYCLOPHANRS
[1.1.1.1.1]paracyclophane and [1.1.1.1.1.1]paracyclophane
β Scribed by Gordon W. Gribble; Charles F. Nutaitis
- Book ID
- 104226968
- Publisher
- Elsevier Science
- Year
- 1985
- Tongue
- French
- Weight
- 256 KB
- Volume
- 26
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The first syntheses of [l.l.l.l.l]paracyclophane (1) and [l.l.l.l.l.l]paracyclophane (2) are described, featuring a trifluoroacetic acid promoted Friedel-Crafts cycloalkylation as the final step. We wish to report the first syntheses of [l.l.l.l.l]paracyclophane (1> ([15]PCP) and [l.l.l.l.l.l]paracyclophane (2> ([16]PCP). During the course of our work, there was reported' the synthesis of [l.l.l.l]paracyclophane (A), the first example of this class of paracyclophanes.
π SIMILAR VOLUMES
Benzene rings severely bent and closely stacked face-to-face are revealed in the crystal structure of the [1.1]paracyclophane derivative 1, which could be isolated thanks to the kinetic stabilization provided by the steric shielding of the bridgehead sites by the substituents.