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

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

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...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2020-03, Vol.56 (24), p.3571-3574
Hauptverfasser: Bui, Anh Thy, Philippe, Clotilde, Beau, Maxime, Richy, Nicolas, Cordier, Marie, Roisnel, Thierry, Lemiègre, Loïc, Mongin, Olivier, Paul, Frédéric, Trolez, Yann
Format: Artikel
Sprache:eng
Schlagworte:
Chemical Sciences
Crystallography
Cycloaddition
Derivatives
Photoluminescence
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Zusammenfassung: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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc09560h