The Synthesis of 4,7‐Bis(dialkylamino)tricyclo[5.2.1.04,10]deca‐1(10),2,5,8‐tetraenes and their Reduction with Alkali Metal
- verfasst von
- Holger Butenschön, Armin de Meijere
- Abstract
The synthesis and characterization of the novel 4,7‐bis(dialkylamino)tricyclo[5.2.1.04,10]deca‐1(10), 2,5,8‐tetraenes 12 from 1,4,7‐trihalotriquinacenes 8 and secondary amines is reported. The structural and electronic characteristics of these as well as the acepentalene dianion (32−) and some related systems as determined by semiempirical (MNDO) calculations are discussed. Thereby, 32− should be a triply etheno‐bridged trimethylenemethane dianion exhibiting Y‐delocalization favored over the formation of a peripheral 10π‐electronic system. Attempts directed towards the generation of 32− by reacting tetraenes 12 with Na led to the formation of tris(dialkylamino)triquinacenes 9, presumably by a kind of reduction/disproportionation mechanism.
- Externe Organisation(en)
-
Universität Hamburg
- Typ
- Artikel
- Journal
- Helvetica chimica acta
- Band
- 68
- Seiten
- 1658-1669
- Anzahl der Seiten
- 12
- ISSN
- 0018-019X
- Publikationsdatum
- 25.09.1985
- Publikationsstatus
- Veröffentlicht
- Peer-reviewed
- Ja
- ASJC Scopus Sachgebiete
- Katalyse, Biochemie, Wirkstoffforschung, Physikalische und Theoretische Chemie, Organische Chemie, Anorganische Chemie
- Elektronische Version(en)
-
https://doi.org/10.1002/hlca.19850680620 (Zugang:
Unbekannt)