Monoreduced 1,2-dihydrocorannuleneversusthe parent corannulene

Autor: Alexander S. Filatov, Marina A. Petrukhina, Alexander V. Zabula, Zheng Wei, Gabrielle C. Hoover, Sarah N. Spisak
Rok vydání: 2015
Předmět:
Zdroj: Acta Crystallographica Section C Structural Chemistry. 71:690-694
ISSN: 2053-2296
DOI: 10.1107/s2053229615013145
Popis: The monoanion of dihydrogenated corannulene isolated in the form of its potassium salt, namely tris(diglyme-κ3O,O′,O′′)potassium hexacyclo[11.5.2.04,17.07,16.010,15.014,18]icosa-1,3,5,7(16),8,10(15),11,13,17-nonaenide, [K(C6H14O3)3](C20H12), has been structurally characterized for the first time. The X-ray study confirms the previous NMR spectroscopic prediction that the two H atoms are attached to the same six-membered ring to form 1,2-dihydrocorannulene, thus destroying the aromaticity of only one arene ring of the corannulene core. The direct comparison of (C20H12)−with the parent corannulene anion, (C20H10)−, is provided to illustrate the geometry perturbations caused by rim hydrogenation.
Databáze: OpenAIRE