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 synth...

Full description

Saved in:
Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2014-08, Vol.50 (65), p.9105-9108
Main Authors: Węcławski, Marek K, Tasior, Mariusz, Hammann, Tommy, Cywiński, Piotr J, Gryko, Daniel T
Format: Article
Language:English
Subjects:
Analogs
Coumarin
Coupling
Light-emitting diodes
Optical properties
Purification
Synthesis
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc03078h