A Triskelion‐Shaped Saddle–Helix Hybrid Nanographene. (9th May 2019)

• Record Type: Journal Article
• Authors: Cruz, Carlos M.; Márquez, Irene R.; Castro‐Fernández, Silvia; Cuerva, Juan M.; Maçôas, Ermelinda; Campaña, Araceli G.
• Is Part Of: Angewandte Chemie. Volume 131:Number 24(2019)
• Page Start: 8152
• Page End: 8156
• Publication Date: 2019-05-09
• Subjects: Helicene -- Nanographene -- Nanostrukturen -- Nichtlineare Optik -- Zirkular polarisierte Lumineszenz; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201902529
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: A unique rippled nanographene consisting of 52 fused rings is presented in which six out‐of‐plane motifs are fully fused into a triangular aromatic surface with a size of approximately 2.5 nm. Three units of an unprecedented fully lateral π‐extended octabenzo[5]helicene together with three units of saddle‐shaped heptagonal rings are combined in a single structure, leading to a well‐soluble warped nanographene. The two diastereomeric pairs of possible enantiomers were isolated, and their linear, non‐linear, and chiroptical properties were evaluated, revealing outstanding quantum yield and brightness values at low energy, together with good chiroptical responses in both absorption and emission. Abstract : Ein chirales Nanographen aus vier anellierten Hexabenzocoronen‐Einheiten wurde synthetisiert. Sechs gebogene Einheiten wurden an eine dreieckige aromatische Oberfläche gebunden, wodurch drei Octabenzo[5]helicene und drei Sattelkanten entstanden. Die zwei diastereomeren Enantiomerenpaare emittieren im roten Spektralbereich und haben bemerkenswerte chiroptische Eigenschaften.