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From π-expanded coumarins to π-expanded pentacenes

  • The synthesis of two novel types of π-expanded coumarins has been developed. Modified Knoevenagel bis-condensation afforded 3,9-dioxa-perylene-2,8-diones. Subsequent oxidative aromatic coupling or light driven electrocyclization reaction led to dibenzo-1,7-dioxacoronene-2,8-dione. Unparalleled synthetic simplicity, straightforward purification and superb optical properties have the potential to bring these perylene and coronene analogs towards various applications.

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Author:Marek K. Węcławski, Mariusz Tasior, Tommy Hammann, Piotr J. Cywiński, Daniel T. Gryko
Series (Serial Number):Postprints der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe (280)
Document Type:Postprint
Date of first Publication:2014/06/16
Year of Completion:2014
Publishing Institution:Universität Potsdam
Release Date:2016/11/17
Source:Chem. Commun. (2014), Nr. 50, S. 9105-9108. - DOI: 10.1039/C4CC03078H
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Dewey Decimal Classification:5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
Peer Review:Referiert
Publication Way:Open Access
Licence (German):License LogoKeine Nutzungslizenz vergeben - es gilt das deutsche Urheberrecht