Synthesis of the New Heterocyclic System 5,6,10b-Triazaacephenanthrylene, a Nitrogen Analogue of Aristolactams

π–π-Induced aggregation and single-crystal fluorescence anisotropy of 5,6,10b-triazaacephenanthrylene

“…The synthesis of TAAP has been described previously (Ostrowska et al, 2016). The single crystals were isolated independently from highly concentrated solutions of TAAP in acetonitrile, acetonitrile-water, toluene, CDCl 3 , DMSO-d 6 , tetrachloroethane-d 2 , THF-d 8 and dioxane-d 8 .…”

“…Recently, we have described the synthesis of the new -conjugated heterocyclic system 5,6,10b-triazaacephenanthrylene (TAAP) (Ostrowska et al, 2016), which is structurally related to the naturally occurring alkaloids, such as aristolactams (Kumar et al, 2003;Michl et al, 2014). The -conjugated TAAP planar chromophore exhibits a donoracceptor architecture with a few different acceptor groups: carbonyl imide, nitrile, and two imines.…”

Unveiling the Impact of Aggregation on Optical Anisotropy of Triazaacephenanthrylene Single Crystals. A Combined Quantum Crystallography and Conceptual Density Functional Theory Approach

“…The material, 5,6,10b-triazaacephenanthrylene (TAAP), analyzed in this manuscript is closely related to many naturally occurring bioactive compounds, e.g., aristolactams exhibiting photoconductance, photochemical, and electroluminescent properties. 32 Details of the synthesis, 33 conventional crystal structure analysis, and optical properties (absorption and fluorescence) 24 can be found in our recent published articles. TAAP contains conjugated pyrazine and pyridine rings fused with the benzene and pyrrol-2-one ones.…”