Issue 12, 2019

Push–pull type quinoidal perylene showing solvent polarity dependent diradical character and negative solvatochromism

Abstract

Synthesis and physical properties of a new push–pull type quinoidal perylene (DA-Per) are reported. Three resonance forms, a closed-shell quinoid, an open-shell diradicaloid and a closed-shell zwitterion, all contribute to the ground-state electronic structure. The molecule shows solvent polarity dependent diradical character and negative solvatochromism, which can be explained by the subtle balance among the three resonance forms in different solvent environments.

Graphical abstract: Push–pull type quinoidal perylene showing solvent polarity dependent diradical character and negative solvatochromism

Supplementary files

Article information

Article type
Research Article
Submitted
05 Sept. 2019
Accepted
17 Okt. 2019
First published
18 Okt. 2019

Mater. Chem. Front., 2019,3, 2668-2672

Push–pull type quinoidal perylene showing solvent polarity dependent diradical character and negative solvatochromism

W. Zeng and J. Wu, Mater. Chem. Front., 2019, 3, 2668 DOI: 10.1039/C9QM00566H

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