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Their structures were determined by single crystal X\u2010ray diffraction, and their photophysical and electrochemical properties (cyclic voltammetry), as well as their interactions with DNA\/RNA were investigated. The dications showed bathochromic shifts in emission compared to the neutral compounds. The neutral compounds showed very small Stokes shifts, which are a little larger for the dications. All of the compounds showed very short fluorescence lifetimes (&lt;4\u2005ns). The neutral compound with an anthracene core has a quantum yield of almost unity. With stronger acceptors, the analogous bis\u2010<jats:italic>N<\/jats:italic>\u2010methylpyridinium compound showed a larger two\u2010photon absorption cross\u2010section than its neutral precursor. All of the dicationic compounds interact with DNA\/RNA; while the compounds with benzene and tetrafluorobenzene cores bind in the grooves, the one with an anthracene core intercalates as a consequence of its large, condensed aromatic linker moiety, and it aggregates within the polynucleotide when in excess over DNA\/RNA. Moreover, all cationic compounds showed highly specific CD spectra upon binding to ds\u2010DNA\/RNA, attributed to the rare case of forcing the planar, achiral molecule into a chiral rotamer, and negligible toxicity toward human cell lines at \u226410\u2005\u03bcM concentrations. The anthracene\u2010analogue exhibited intracellular accumulation within lysosomes, preventing its interaction with cellular DNA\/RNA. However, cytotoxicity was evident at 1\u2005\u03bcM concentration upon exposure to light, due to singlet oxygen generation within cells. These multi\u2010faceted features, in combination with its two\u2010photon absorption properties, suggest it to be a promising lead compound for development of novel light\u2010activated theranostic agents.<\/jats:p>","DOI":"10.1002\/chem.202200753","type":"journal-article","created":{"date-parts":[[2022,5,3]],"date-time":"2022-05-03T04:44:59Z","timestamp":1651553099000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":19,"title":["Methyl Viologens of Bis\u2010(4\u2019\u2010Pyridylethynyl)Arenes \u2013 Structures, Photophysical and Electrochemical Studies, and their Potential Application in Biology"],"prefix":"10.1002","volume":"28","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-1503-0574","authenticated-orcid":false,"given":"Goutam Kumar","family":"Kole","sequence":"first","affiliation":[{"name":"Institut f\u00fcr Anorganische Chemie, and Institute for Sustainable Chemistry &amp; Catalysis with Boron Julius-Maximilians-Universit\u00e4t W\u00fcrzburg  Am Hubland 97074 W\u00fcrzburg Germany"},{"name":"Department of Chemistry College of Engineering and Technology SRM Institute of Science and Technology, SRM Nagar  Kattankulathur Tamil Nadu 603203 India"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Marta","family":"Ko\u0161\u0107ak","sequence":"additional","affiliation":[{"name":"Ru\u0111er Bo\u0161kovi\u0107 Institute  10000 Zagreb Croatia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1365-915X","authenticated-orcid":false,"given":"Anissa","family":"Amar","sequence":"additional","affiliation":[{"name":"Laboratoire de Physique et Chimie Quantiques Universit\u00e9 Mouloud Mammeri  Tizi Ouzou 15000 Tizi-Ouzou Algeria"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0385-0900","authenticated-orcid":false,"given":"Dragomira","family":"Majhen","sequence":"additional","affiliation":[{"name":"Ru\u0111er Bo\u0161kovi\u0107 Institute  10000 Zagreb Croatia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6840-6689","authenticated-orcid":false,"given":"Ksenija","family":"Bo\u017einovi\u0107","sequence":"additional","affiliation":[{"name":"Ru\u0111er Bo\u0161kovi\u0107 Institute  10000 Zagreb Croatia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Zlatko","family":"Brkljaca","sequence":"additional","affiliation":[{"name":"Ru\u0111er Bo\u0161kovi\u0107 Institute  10000 Zagreb Croatia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9280-0619","authenticated-orcid":false,"given":"Matthias","family":"Ferger","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Anorganische Chemie, and Institute for Sustainable Chemistry &amp; 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