@article{deb34e5636c94ccb807bb2a970884d3a,
title = "Tuning Tetramethoxy-acridiniums for Fluorophores and Organic Photoredox Catalysis",
abstract = "Tetramethoxy substituted alkyl-acridiniums (TMAcr+) are readily available by facile nucleophilic aromatic substitution on tris(2,6-dimethoxyphenyl)carbenium, but are non-fluorescent, presumably due to intramolecular photoinduced electron transfer quenching. In this work we introduce electron withdrawing groups by electrophilic aromatic substitution reactions, leading to fluorescence turn-on. The acridiniums are moderately fluorescent (φf=20 %) with long fluorescene lifetimes (τf=9 ns). The positive excited state reduction potentials (E*red=+1.6 V) make the TMAcr+ excellent electron acceptors in the excited state, and efficient reductive photoredox catalysts able to oxidize a broad range of substrates.",
keywords = "Acridinium, Fluorescence, Organic chromophores, Photocatalysis, Photoinduced electron transfer",
author = "Nowack, {Marko H.} and Johansen, {Magnus B.} and S{\o}ren Sams and Hillers-Bendtsen, {Andreas E.} and Mikkelsen, {Kurt V.} and Laursen, {Bo W.}",
note = "Funding Information: This work was supported by the Novo Nordic Foundation (NNF20OC0062176). A.E.H.\u2010B., M.B.J., and K.V.M. acknowledge the Danish Council for Independent Research (DFF\u20100136\u201000081B and DFF\u201010.46540/3103\u201000261B) and the European Union's Horizon 2020 Framework Program (grant agreement number 951801) for financial support. The authors acknowledge Jesper D. Jensen for synthesizing the mono\u2010 and di\u2010chlorinated acridiniums. Publisher Copyright: {\textcopyright} 2024 Wiley-VCH GmbH.",
year = "2024",
doi = "10.1002/chem.202403451",
language = "English",
volume = "31",
journal = "Chemistry: A European Journal",
issn = "0947-6539",
publisher = "Wiley - V C H Verlag GmbH & Co. KGaA",
number = "4",
}