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Issue 24, 2020
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Synthesis, characterization and unusual near-infrared luminescence of 1,1,4,4-tetracyanobutadiene derivatives

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Abstract

Two 1,1,4,4-tetracyanobutadiene (TCBD) derivatives were prepared by [2+2]cycloaddition–retroelectrocyclization from ynamides bearing either a pyrene (1) or a perylene unit (2). In addition to panchromatic absorptions in 2, in the solid state, both compounds unexpectedly display NIR photoluminescence that could be detected up to about 1350 nm.

Graphical abstract: Synthesis, characterization and unusual near-infrared luminescence of 1,1,4,4-tetracyanobutadiene derivatives

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Article information


Submitted
09 Dec 2019
Accepted
18 Feb 2020
First published
18 Feb 2020

Chem. Commun., 2020,56, 3571-3574
Article type
Communication

Synthesis, characterization and unusual near-infrared luminescence of 1,1,4,4-tetracyanobutadiene derivatives

A. T. Bui, C. Philippe, M. Beau, N. Richy, M. Cordier, T. Roisnel, L. Lemiègre, O. Mongin, F. Paul and Y. Trolez, Chem. Commun., 2020, 56, 3571
DOI: 10.1039/C9CC09560H

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