{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,9]],"date-time":"2026-06-09T01:41:28Z","timestamp":1780969288761,"version":"3.54.1"},"reference-count":81,"publisher":"Wiley","issue":"46","license":[{"start":{"date-parts":[[2012,9,27]],"date-time":"2012-09-27T00:00:00Z","timestamp":1348704000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2012,11,12]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>An assembly has been synthesised that consists of four units: a <jats:italic>meso<\/jats:italic>\u2010substituted corrole (C3), perylene bisimide (PI), and two electron\u2010rich triphenylamine (DPA) units. PI is connected through a 1,4\u2010phenylene bridge to C3, whereas the two DPA units are linked to C3 through a diphenyl ether linkage, which is used for the first time to connect the various moieties. Various synthetic strategies were elaborated, and the chosen one afforded the final system in six steps in an overall yield of 6\u2009%. The resulting assembly, made of three different units, was named a \u201ctriad\u201d. Excitation of the corrole (C3) or perylene bisimide (PI) units led to the charge\u2010separated state DPA\u2010C3<jats:sup>+<\/jats:sup>\u2010PI<jats:sup>\u2212<\/jats:sup> with a rate <jats:italic>k<\/jats:italic>&gt;10<jats:sup>11<\/jats:sup>\u2005s<jats:sup>\u22121<\/jats:sup> in benzonitrile and dichloromethane (CH<jats:sub>2<\/jats:sub>Cl<jats:sub>2<\/jats:sub>) or with <jats:italic>k<\/jats:italic> of the order of 10<jats:sup>10<\/jats:sup>\u2005s<jats:sup>\u22121<\/jats:sup> in toluene. The latter charge\u2010separated state decayed to the ground state with a rate <jats:italic>k<\/jats:italic>=1.8\u00d710<jats:sup>9<\/jats:sup>\u2005s<jats:sup>\u22121<\/jats:sup> in toluene. In the polar solvents benzonitrile and dichloromethane, recombination to the ground state competes with a charge shift to form the distal charge\u2010separated state, DPA<jats:sup>+<\/jats:sup>\u2010C3\u2010PI<jats:sup>\u2212<\/jats:sup>, the formation of which occurs with a yield of 50\u2009%. Recombination to the ground state of DPA<jats:sup>+<\/jats:sup>\u2010C3\u2010PI<jats:sup>\u2212<\/jats:sup> occurs with a rate <jats:italic>k<\/jats:italic>=5\u00d710<jats:sup>7<\/jats:sup>\u2005s<jats:sup>\u22121<\/jats:sup> in CH<jats:sub>2<\/jats:sub>Cl<jats:sub>2<\/jats:sub> and <jats:italic>k<\/jats:italic>=2\u00d710<jats:sup>7<\/jats:sup>\u2005s<jats:sup>\u22121<\/jats:sup> in benzonitrile.<\/jats:p>","DOI":"10.1002\/chem.201200744","type":"journal-article","created":{"date-parts":[[2012,9,27]],"date-time":"2012-09-27T14:21:29Z","timestamp":1348755689000},"page":"14845-14859","source":"Crossref","is-referenced-by-count":17,"title":["Photoinduced Electron Transfer in an Amine\u2013Corrole\u2013Perylene Bisimide Assembly: Charge Separation over Terminal Components Favoured by Solvent Polarity"],"prefix":"10.1002","volume":"18","author":[{"given":"Roman","family":"Voloshchuk","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Daniel T.","family":"Gryko","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Maciej","family":"Chotkowski","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Adina I.","family":"Ciuciu","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lucia","family":"Flamigni","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2012,9,27]]},"reference":[{"key":"e_1_2_6_1_2","unstructured":"\u00a0"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1098\/rstb.2002.1186"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1007\/s11120-008-9355-5"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1039\/c1ee01053k"},{"key":"e_1_2_6_5_2","unstructured":"\u00a0"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar9001735"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar900127h"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar700282n"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar900209b"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar980112j"},{"key":"e_1_2_6_11_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.19931050804"},{"key":"e_1_2_6_11_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.199311113"},{"key":"e_1_2_6_12_2","unstructured":"\u00a0"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar970264z"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.1007\/430_018"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr00011a005"},{"key":"e_1_2_6_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar9801301"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.1021\/ic2013667"},{"key":"e_1_2_6_18_2","unstructured":"\u00a0"},{"key":"e_1_2_6_19_2","first-page":"201","volume-title":"The Porphyrin Handbook, Vol.\u20052","author":"Paolesse R.","year":"2000"},{"key":"e_1_2_6_20_2","first-page":"11","volume-title":"Expanded, Contracted & Isomeric Porphyrins","author":"Sessler J. 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The centre\u2010to\u2010centre donor\u2013acceptor distance calculated after energy minimisation RDA is 14.7\u2005\u00c5 in C3+\u2010PI\u2212and 20\u2005\u00c5 in DPA+\u2010C3\u2010PI\u2212(average value) whereas the radii are taken asrD=6\u2005\u00c5 (C3) rD=5\u2005\u00c5 (DPA) andrA=6\u2005\u00c5 (PI)."},{"key":"e_1_2_6_77_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-2001-18722"},{"key":"e_1_2_6_78_2","doi-asserted-by":"publisher","DOI":"10.1351\/pac198860071107"},{"key":"e_1_2_6_79_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200500789"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fchem.201200744","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.201200744","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T09:00:31Z","timestamp":1760259631000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.201200744"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2012,9,27]]},"references-count":81,"journal-issue":{"issue":"46","published-print":{"date-parts":[[2012,11,12]]}},"alternative-id":["10.1002\/chem.201200744"],"URL":"https:\/\/doi.org\/10.1002\/chem.201200744","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2012,9,27]]}}}