Synthesis and Properties of a Twisted and Stable Tetracyano-Substituted Tetrabenzoheptacene

An approach for the synthesis of pyrene-fused acenes that allows the introduction of electron-withdrawing cyano groups in key positions that simultaneously (i) induce twists in the aromatic framework and (ii) stabilize the LUMO level is reported. This combination of steric and electronic features pr...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2017-04, Vol.19 (7), p.1718-1721
Main Authors: Martínez-Abadía, Marta, Antonicelli, Gabriella, Zuccatti, Elisabetta, Atxabal, Ainhoa, Melle-Franco, Manuel, Hueso, Luis E, Mateo-Alonso, Aurelio
Format: Article
Language:English
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:An approach for the synthesis of pyrene-fused acenes that allows the introduction of electron-withdrawing cyano groups in key positions that simultaneously (i) induce twists in the aromatic framework and (ii) stabilize the LUMO level is reported. This combination of steric and electronic features provide a twisted, stable, and n-type tetrabenzoheptacene as confirmed by a combination of theoretical calculations and optical, electrochemical, thermal, and electrical characterization.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b00493