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The electron\u2010accepting nature of these compounds was evaluated by cyclic voltammetry, and highly reversible and facile reductions were observed for several derivatives. Moreover, some of the reduced thiophene dioxides form colorful anions, which were investigated spectroelectrochemically. Photoluminescence spectra of the electron\u2010deficient sulfones were measured in CH<jats:sub>2<\/jats:sub>Cl<jats:sub>2<\/jats:sub>, and they emit in the blue\u2010green region with significant variation in the quantum yield depending on the aryl substituents. By expanding the degree of substitution on the phenyl rings, quantum yields up to 34\u2009% were obtained. X\u2010ray diffraction data are reported for two of the thiophene 1,1\u2010dioxides, and the electronic structure was probed for all synthesized derivatives through DFT calculations. The dioxides were also examined as electron relays in a photocatalytic water reduction reaction, and they showed potential to boost the efficiency.<\/jats:p>","DOI":"10.1002\/chem.201500543","type":"journal-article","created":{"date-parts":[[2015,6,30]],"date-time":"2015-06-30T17:10:15Z","timestamp":1435684215000},"page":"11517-11524","source":"Crossref","is-referenced-by-count":4,"title":["Electron\u2010Poor Thiophene 1,1\u2010Dioxides: Synthesis, Characterization, and Application as Electron Relays in Photocatalytic Hydrogen Generation"],"prefix":"10.1002","volume":"21","author":[{"given":"Chia\u2010Hua","family":"Tsai","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Danielle N.","family":"Chirdon","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Husain N.","family":"Kagalwala","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Andrew B.","family":"Maurer","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Aman","family":"Kaur","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tomislav","family":"Pintauer","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Stefan","family":"Bernhard","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kevin J. 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