Amphiprotism-Coupled Near-Infrared Emission in Extended Pyrazinacenes Containing Seven Linearly Fused Pyrazine Units - Université de Rennes Access content directly
Journal Articles Journal of the American Chemical Society Year : 2019

Amphiprotism-Coupled Near-Infrared Emission in Extended Pyrazinacenes Containing Seven Linearly Fused Pyrazine Units

Abstract

Peripherally substituted tetradecaazaheptacene (NHp) compounds, exhibiting amphiprotism-coupled emission, have been synthesized. X-ray crystallography reveals a planar acene-like chromophore, and electronic absorption and emission occur in the near-infrared biological transparency window (650-900 nm). The compounds exhibit long-wavelength emission with photoluminescence quantum yields Φ up to ∼0.61 at 686 nm, with the monodeprotonated state Φ ≈ 0.58 at 712 nm. This unprecedented highly nitrogenous chromophore illustrates the stability and utility of the pyrazinacenes for different applications based on their photophysical properties and chemical structures.
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Dates and versions

hal-02397311 , version 1 (11-12-2019)

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Gary J Richards, Aël Cador, Shinji Yamada, Anna Middleton, Whitney A Webre, et al.. Amphiprotism-Coupled Near-Infrared Emission in Extended Pyrazinacenes Containing Seven Linearly Fused Pyrazine Units. Journal of the American Chemical Society, 2019, 141 (50), pp.19570-19574. ⟨10.1021/jacs.9b10952⟩. ⟨hal-02397311⟩
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