Anthracene derivative 4 annelated with four bieycio[2.2.2]octeae (BCO) units was newly synthesized by the Diels--Alder reaction of BCO dimer withp-benzoquinone as a key reaction, and its electronic properties w~'e investigated. The remarkable effect of BCO annelation wasobserved in its redox belmvio
Synthesis, structure and properties of naphthalene fully annelated with bicyclo[2.2.2]octene frameworks
โ Scribed by Akira Matsuura; Tohru Nishinaga; Koichi Komatsu
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 230 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Novel naphthalene derivative 4 annelated with four bicyclo[2.2.2]octene frameworks was synthesized. X-ray analysis showed that the acene core of 4 deviates from planarity. The remarkable effect of annelation was observed in its oxidizability as revealed by cyclic voltammetry, and 4 was readily convetted to highly stable radical cation 4 +. and to the dieation 42+ .
๐ SIMILAR VOLUMES
The COT derivative 3 having rigid a-frameworks has been newly synthesized and its X-ray Structure determined; 3 is readily reduced to the aXanion J2. in spite of severe steric hindrance.
Polypyrrole annelated with bicyclo[2.2.2]octene provides a new material that possesses a raised HOMO band, extended conjugation and a rigid porous structure.