A Formal [4 + 2] Dimerization of 9-Cyclopropylidene-9H-fluorene
✍ Scribed by Dyker, Gerald ;Hillebrand, Gerhard ;Ernst, Ludger ;Dix, Ina ;Jones, Peter G.
- Publisher
- John Wiley and Sons
- Year
- 1996
- Tongue
- English
- Weight
- 331 KB
- Volume
- 1996
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
The methylenecyclopropanes 7 and 8, with aryl substituents fixed in a coplanar conformation, show an extraordinary readiness to dimerize with formation of 10 and 11, respectively.
📜 SIMILAR VOLUMES
In the solid state, the title compound, C 25 H 16 Br 2 O 2 , shows significant deviations of the fluorene ring system from planarity. A layered hydrogen-bonded structure is formed that may serve as a model for the solid-state structure of phenol-functionalized polyfluorene.
In the title compound, C~27~H~30~S, the dihedral angle between the fluorene and benzene ring systems is 37.6 (5)°.
## Abstract magnified image 4‐Substituted thiosemicarbazides **4a‐c** reacted with (2,4,7‐trinitro‐9__H__‐fluoren‐9‐ylidene)‐propanedinitrile (**2**) in pyridine with admission of air to form spiro[fluorene‐9,3′‐(1,2,4‐triazole)]derivatives **5a‐c** and (4‐substituted thiosemicarbazono)propanedini