The Crystal Structure of 1,6:8,13-Propanediylidene[14]annulene
β Scribed by Dr. Gianluigi Casalone; Dr. Angelo Gavezzotti; Dr. Angelo Mugnoli; Dr. Massimo Simonetta
- Publisher
- John Wiley and Sons
- Year
- 1970
- Tongue
- English
- Weight
- 126 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0044-8249
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π SIMILAR VOLUMES
Chemically, the aromatic character of (2) manifests itself in the formation of substitution products upon treatment of the compound with electrophilic reagents. As in syn-1,6 : 8,13 bisoxido[l4]annulene [sbl, the first substituent preferentially enters at position 2.
3b) and (4b) were obtained in a total yield of 93 % and a ratio 6:94. Replacement of the KOC(CH3)3 by the stronger base lithium piperidide altered this ratio to 60:40. This reversal, and the marked dependence of the isomer ratio on temperature, piperidine concentration, and solvent, suggest that rea
**Detailed structural information is obtainable from ^3^__J__(H,H) values** in unsaturated ring systems. Accurate analysis of the 400βMHz ^1^HβNMR spectrum of the title compound revelated a temperatureβdependent equilibrium between the double bond isomers __(1)__β__(2)__ (see previous communication)