The Hairpin Furans: Easily Prepared Hybrids of Helicenes and Twisted Acenes

The thermal reaction of a cyclopentadienone with 6,6′‐dimethoxy‐5,5′‐binaphthoquinone gives, in a single step, a molecular ribbon consisting of two twisted aromatic systems fused to a heteropentahelicene. Such molecules constitute a new class of chiral polycyclic aromatic compounds, the “hairpin fur...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2015-11, Vol.54 (47), p.13957-13960
Hauptverfasser: Geng, Xin, Donahue, James P., Mague, Joel T., Pascal Jr, Robert A.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:The thermal reaction of a cyclopentadienone with 6,6′‐dimethoxy‐5,5′‐binaphthoquinone gives, in a single step, a molecular ribbon consisting of two twisted aromatic systems fused to a heteropentahelicene. Such molecules constitute a new class of chiral polycyclic aromatic compounds, the “hairpin furans”. A new twist on furans: The hairpin furans are chiral molecular ribbons consisting of two longitudinally twisted aromatic polycycles fused to a heteropentahelicene. The one‐step synthesis of hairpin furans is reported.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201506792