𝔖 Bobbio Scriptorium
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1,6;8,13-Butandiyliden-[14]annulen

✍ Scribed by Prof. Dr. Emanuel Vogel; Dr. Wolfgang Sturm; cand. chem. Hans-Dieter Cremer


Publisher
John Wiley and Sons
Year
1970
Tongue
English
Weight
267 KB
Volume
82
Category
Article
ISSN
0044-8249

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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.

1,6:8,13-Diepoxy[14]annulene
✍ Prof. E. Vogel; Dr. M. Biskup; A. Vogel; Dr. H. GΓΌnther πŸ“‚ Article πŸ“… 1966 πŸ› John Wiley and Sons 🌐 English βš– 221 KB

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