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The reaction was accompanied by a contraction of the triselenole ring to the diselenete ring. The substrate, dicyanobenzo[1,2,3]triselenole, was prepared by a new procedure <jats:italic>via<\/jats:italic> a photolytic demethylenation reaction of 3,7\u2010diethyl[1,3]diselenolophthalonitrile using a 10\u2005W white LED light. While triselenolosubphthalocyanine was treated by triphenylphosphine to give the diselenete derivative, the reaction of diselenetosubphthalocyanine with Woolion's reagent produced the expanded triselenole ring. The diselenete derivative reacted with tetrakis(triphenylphosphine)platinum to yield the corresponding platinum complex with Se\u2212Pt bonds. Q\u2010band absorption for the products appeared at around \u03bb<jats:sub>max<\/jats:sub>=590\u2005nm in the UV\u2010vis spectrum and weak emission was observed at about \u03bb<jats:sub>e<\/jats:sub>=620\u2005nm. When diselenetosubphthalocyanine was treated with pentachloro antimonate in dichloromethane or sodium metal in hexane\/tetrahydrofuran, the solution showed strong ESR signals. The structures of model compounds were optimized using the DFT method with the Gaussian 09 program at the B3LYP\/6\u201031G (d, p) level.<\/jats:p>","DOI":"10.1002\/chem.202401628","type":"journal-article","created":{"date-parts":[[2024,6,20]],"date-time":"2024-06-20T22:19:01Z","timestamp":1718921941000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Preparation and Optical and Electrochemical Properties of Boron (III) Octafluorosubphthalocyanines with One Triselenole and One Diselenet Ring"],"prefix":"10.1002","volume":"30","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-4158-0908","authenticated-orcid":false,"given":"Takeshi","family":"Kimura","sequence":"first","affiliation":[{"name":"Center for Instrumental Analysis Iwate University  Morioka 020-8551 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tsukasa","family":"Nakahodo","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry Kindai University  Higashi-Osaka 577-8502 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2024,8,2]]},"reference":[{"key":"e_1_2_8_1_1","unstructured":"\u00a0"},{"key":"e_1_2_8_2_2","doi-asserted-by":"publisher","DOI":"10.1039\/D2CS00280A"},{"key":"e_1_2_8_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.6b00403"},{"key":"e_1_2_8_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr400088w"},{"key":"e_1_2_8_5_1","unstructured":"\u00a0"},{"key":"e_1_2_8_6_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.3c04320"},{"key":"e_1_2_8_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.3c04254"},{"key":"e_1_2_8_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202217099"},{"key":"e_1_2_8_9_2","volume":"63","author":"Liu L.","year":"2022","journal-title":"Angew. 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