The Orthogonal (e,e,e)-Tris-Adduct of 9,10-Dimethylanthracene with C60-Fullerene: A Hidden Cornerstone of Fullerene Chemistry. Preliminary Communication
✍ Scribed by Alvaro Duarte-Ruiz; Klaus Wurst; Bernhard Kräutler
- Publisher
- John Wiley and Sons
- Year
- 2008
- Tongue
- German
- Weight
- 412 KB
- Volume
- 91
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Tris (9',10'-dimethyl[9,10]ethanoanthracene [11',12': 1,9;11'',12'': 16,17;11''',12''': 30,31]) [5,6]fullerene C 60 , the orthogonal (e,e,e)-tris-adduct of C 60 and 9,10-dimethylanthracene, was obtained from [4 þ 2]cycloaddition (Diels -Alder reaction) at room temperature. The thermally unstable orange red (e,e,e)tris-adduct was purified by chromatography and was isolated in the form of red monoclinic crystals. Its C 3 -symmetric addition pattern was established spectroscopically. Its structure could be further investigated by single crystal X-ray diffraction. The (e,e,e)-tris-adduct of C 60 and 9,10-dimethylanthracene has earlier been suggested as intermediate and reversibly formed critical component in template directed addition reactions of C 60 . This previously elusive compound has now been isolated and structurally characterized.