Synthesis and Emission Properties of 1,6-Methano[10]annulene-3,4-dicarboximides
β Scribed by Kuroda, Shigeyasu; Oda, Mitsunori; Tamura, Naoko; Miyatake, Ryuta; Matsumoto, Naoko; Horino, Yoshikazu; Miyawaki, Daisuke
- Book ID
- 118272869
- Publisher
- Japan Institute of Heterocyclic Chemistry
- Year
- 2011
- Tongue
- English
- Weight
- 885 KB
- Volume
- 83
- Category
- Article
- ISSN
- 0385-5414
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π SIMILAR VOLUMES
A new quinodimethane, 1,6-methano[10]annulene-3,4-quinodimethane (1), was generated and trapped by the Diels-Alder reactions with various dienophiles to provide 1,6-methano[10]annelenes 3 fused with a six-membered ring at the 3,4-positions, one of which was derived to a benzene ring analogue 4.
4 R = Me (69%) NH,NH'Bu K,CO,, DMF 2 (61%) ' B k . 2 IB U 5 (54%) 6 (4%) 7 ( 5 % ) aa ab 9 Mit Hydrazinen reagiert 1 zu Pyrazolen: NH,NH, und NH,NHMe lassen sich mit 1 leicht und schnell zu den Verbindungen 3 und 4 umsetzen (Schema 2), wlhrend NH,NH(t-Bu) bei 25" in 56% Ausbeute uberraschend das u