@article{9ab42e77c236487e8ee26e8389a4d1fa,
title = "Amphiprotism-coupled near-infrared emission in extended pyrazinacenes containing seven linearly fused pyrazine units",
abstract = "Peripherally substituted tetradecaazaheptacene (N14Hp) 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 ΦPL up to ∼0.61 at 686 nm, with the monodeprotonated state ΦPL ≈ 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.",
author = "Richards, {Gary J.} and Ael Cador and Shinji Yamada and Anna Middleton and Webre, {Whitney A.} and Jan Labuta and Karr, {Paul A.} and Katsuhiko Ariga and Francis D{\textquoteright}Souza and Samia Kahlal and Halet, {Jean Francois} and Hill, {Jonathan P.}",
note = "Funding Information: This work was partly supported by World Premier International Research Center Initiative (WPI Initiative), MEXT, Japan, JSPS KAKENHI Grant No. JP15K13684 (Linear acene proton conductors for molecular electronics), JSPS KAKENHI Grant No. JP16H06518 (coordination asymmetry), and CREST JST, Japan (Grant No. JPMJCR1665). A.C., S.K., and J.-F.H. are grateful to GENCI (Grand Equipment National de Calcul Intensif) for HPC resources (Grant A0050807367). These studies were also facilitated within the scope of the France Japan International Collaboration Framework through the Laboratory for Innovative Key Materials and Structures (UMI 3629 LINK), financially supported by Saint-Gobain, Centre National de la Recherche Scientifique (CNRS), Universit{\'e} de Rennes 1 (UR1), and National Institute for Materials Science (NIMS). This work was financially supported by the National Science Foundation (Grant No. 1401188 to F.D.). Funding Information: This work was partly supported by World Premier International Research Center Initiative (WPI Initiative), MEXT, Japan, JSPS KAKENHI Grant No. JP15K13684 (Linear acene proton conductors for molecular electronics), JSPS KAKENHI Grant No. JP16H06518 (coordination asymmetry), and CREST JST, Japan (Grant No. JPMJCR1665). A.C., S.K., and J.-F.H. are grateful to GENCI (Grand Equipment National de Calcul Intensif) for HPC resources (Grant A0050807367). These studies were also facilitated within the scope of the France Japan International Collaboration Framework through the Laboratory for Innovative Key Materials and Structures (UMI 3629 LINK), financially supported by Saint-Gobain, Centre National de la Recherche Scientifique (CNRS), Universite de Rennes 1 (UR1), and National Institute for Materials Science (NIMS). This work was financially supported by the National Science Foundation (Grant No. 1401188 to F.D.). Publisher Copyright: {\textcopyright} 2019 American Chemical Society.",
year = "2019",
month = dec,
day = "18",
doi = "10.1021/jacs.9b10952",
language = "English",
volume = "141",
pages = "19570--19574",
journal = "Journal of the American Chemical Society",
issn = "0002-7863",
publisher = "American Chemical Society",
number = "50",
}