Novel π-Extended Quinazoline-Ferrocene Conjugates: Synthesis, Structure, and Redox Behavior

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Elmuradov, B.; Dräger, G.; Butenschön, H.: Novel π-Extended Quinazoline-Ferrocene Conjugates: Synthesis, Structure, and Redox Behavior. In: European Journal of Organic Chemistry 2020 (2020), Nr. 23, S. 3430-3440. DOI: https://doi.org/10.1002/ejoc.202000414

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Abstract: 
Novel ferrocene conjugates of tricyclic quinazoline derivatives are prepared by condensation of active C-6 methylene groups of mackinazolinones with ferrocenecarbaldehyde. Following this route the conjugated parent alkaloid as well as derivatives with nitro, amino, and alkanoylamino groups at C-2 were attached at the ferrocene moiety, thereby significantly extending the delocalized π system. In addition, the parent compound was subjected to the reaction with ferrocene-1,1'-dicarbaldehyde, giving rise to the symmetrical and unsymmetrical double condensation products – 1,1'-disubstituted ferrocene derivatives, which bear two alkaloid substituents. Some of the compounds obtained were subjected to X-ray crystallographic analyses. The influence of the substituents at C-2 through the extended conjugated π system on the iron atom is reflected by results of cyclovoltammetric measurements.
License of this version: CC BY 4.0 Unported
Document Type: Article
Publishing status: publishedVersion
Issue Date: 2020
Appears in Collections:Naturwissenschaftliche Fakultät

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1 image of flag of United States United States 5 41.67%
2 image of flag of Germany Germany 3 25.00%
3 image of flag of Uzbekistan Uzbekistan 1 8.33%
4 image of flag of Russian Federation Russian Federation 1 8.33%
5 image of flag of Indonesia Indonesia 1 8.33%
6 image of flag of Czech Republic Czech Republic 1 8.33%

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