{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,14]],"date-time":"2026-10-14T03:00:09Z","timestamp":1791946809220,"version":"4.3.4"},"reference-count":29,"publisher":"Wiley","issue":"1","license":[{"start":{"date-parts":[[2020,9,11]],"date-time":"2020-09-11T00:00:00Z","timestamp":1599782400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Luminescence"],"published-print":{"date-parts":[[2021,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Organic compounds with electronic properties, such as a small band gap, are useful in areas ranging from organic field effect transistors to solar cells. Such organic compounds can possess conjugation and\/or aromatic systems, with one example being tetraphenylcyclopentadienone and its derivatives. A trio of dramatically coloured tetraphenylcyclopentadienone derivatives with varied substituents on the aromatic rings in the 3\u2010 and 4\u2010positions were prepared. Their identities were confirmed using the usual methods, for example <jats:sup>1<\/jats:sup>H nuclear magnetic resonance (NMR) spectroscopy, and their purity quantified using elemental analysis. The X\u2010ray crystal structure of compound <jats:bold>2<\/jats:bold> was determined. Its notable structural features involved the cyclopentadienone core with its distinct C\u2212C and C=C bond lengths and its overall nonplanarity, both of which served to mitigate its antiaromatic nature. Chloroform solutions of compounds <jats:bold>2<\/jats:bold>\u2013<jats:bold>4<\/jats:bold> exhibited absorption spectra with three absorption bands at approximately 250, 350, and 500 nm that were assigned to (\u03c0)\u2192(\u03c0*) transitions. Computational chemistry methods assisted in assigning the observed transitions to a specific molecular orbital combination in the structures of <jats:bold>2<\/jats:bold>\u2013<jats:bold>4<\/jats:bold>. Emission in the red end of the visible spectrum (550\u2013625 nm) was observed from chloroform solutions of all three of the prepared compounds.<\/jats:p>","DOI":"10.1002\/bio.3944","type":"journal-article","created":{"date-parts":[[2020,8,29]],"date-time":"2020-08-29T11:12:46Z","timestamp":1598699566000},"page":"247-255","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Investigating the change in the photophysical properties of a trio of tetraphenylcyclopentadienone derivatives with varied groups on the aromatic rings in the 3\u2010 and 4\u2010positions"],"prefix":"10.1002","volume":"36","author":[{"given":"Arnoldo J.","family":"Orozco","sequence":"first","affiliation":[{"name":"Department of Chemistry Whittier College  Whittier CA USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kole","family":"Joachim","sequence":"additional","affiliation":[{"name":"Department of Chemistry Whittier College  Whittier CA USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Henry D.","family":"Ruiz","sequence":"additional","affiliation":[{"name":"Department of Chemistry Whittier College  Whittier CA USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Frank R.","family":"Fronczek","sequence":"additional","affiliation":[{"name":"Department of Chemistry Louisiana State University  Baton Rouge LA USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2013-4386","authenticated-orcid":false,"given":"Ralph","family":"Isovitsch","sequence":"additional","affiliation":[{"name":"Department of Chemistry Whittier College  Whittier CA USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,9,11]]},"reference":[{"key":"e_1_2_6_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja01115a045"},{"key":"e_1_2_6_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/prac.19351430702"},{"key":"e_1_2_6_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo01104a038"},{"key":"e_1_2_6_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja01145a078"},{"key":"e_1_2_6_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr050136l"},{"key":"e_1_2_6_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200503083"},{"key":"e_1_2_6_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo701676x"},{"key":"e_1_2_6_9_1","doi-asserted-by":"publisher","DOI":"10.1039\/B304718K"},{"key":"e_1_2_6_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp5010924"},{"key":"e_1_2_6_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.6b02654"},{"key":"e_1_2_6_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b07647"},{"key":"e_1_2_6_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/om500335m"},{"key":"e_1_2_6_14_1","volume-title":"Gaussian 09, Revision E.01","author":"Frisch M. 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