Oxa[7]superhelicene: A π‐Extended Helical Chromophore Based on Hexa‐peri‐hexabenzocoronenes. Issue 20 (17th April 2018)

• Record Type: Journal Article
• Authors: Reger, David; Haines, Philipp; Heinemann, Frank W.; Guldi, Dirk M.; Jux, Norbert
• Is Part Of: Angewandte Chemie international edition. Volume 57:Issue 20(2018)
• Page Start: 5938
• Page End: 5942
• Publication Date: 2018-04-17
• Subjects: fluorescence -- helical structures -- photophysics -- polycyclic aromatic hydrocarbons -- π-extension; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201800585
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: A novel π‐extended "superhelicene" based on hexa‐peri‐hexabenzocoronenes (HBCs) has been synthesized by an efficient four‐step synthetic procedure starting from diphenyl ether. Comprehensive structural analysis of the helicene was performed by NMR spectroscopy and mass spectrometry measurements together with X‐ray analysis. Physicochemical analysis of the superhelicene and suitable HBC references revealed it had outstanding fluorescent features with quantum yields of over 80 %. Abstract : A twist in the tale : The fusion of oxa[7]helicene with hexa‐ peri ‐hexabenzocoronene subunits in a straightforward synthesis gave a novel structural motif for π‐extended helical chromophores. The product shows outstanding photophysical properties (e.g. fluorescence quantum yields Φ f >80 %).