{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,3]],"date-time":"2026-10-03T15:42:47Z","timestamp":1791042167995,"version":"4.1.0"},"reference-count":94,"publisher":"Wiley","issue":"33","license":[{"start":{"date-parts":[[2008,10,8]],"date-time":"2008-10-08T00:00:00Z","timestamp":1223424000000},"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":[[2008,11,17]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>We have synthesized a novel class of dendrimers, consisting of a polysulfurated pyrene core with appended poly(thiophenylene) dendrons (<jats:bold>PyG0<\/jats:bold>, <jats:bold>PyG1<\/jats:bold>, and <jats:bold>PyG2<\/jats:bold>, see Scheme\u20051), which exhibit remarkable photophysical and redox properties. In dichloromethane or cyclohexane solution they show a strong, dendron\u2010localized absorption band with a maximum at around 260\u2005nm and a band in the visible region with a maximum at 435\u2005nm, which can be assigned to the pyrene core strongly perturbed by the four sulfur substituents. The dendrimers exhibit a strong (<jats:italic>\u03a6<\/jats:italic>=0.6), short\u2010lived (<jats:italic>\u03c4<\/jats:italic>=2.5\u2005ns) core\u2010localized fluorescence band with maximum at approximately 460\u2005nm in cyclohexane solution at 293\u2005K. A strong fluorescence is also observed in dichloromethane solution at 293\u2005K, in dichloromethane\/chloroform rigid matrix at 77\u2005K, and in the solid state (powder) at room temperature. The dendrimers undergo reversible chemical and electrochemical one\u2010electron oxidation with formation of a strongly colored deep blue radical cation. A second, reversible one\u2010electron oxidation is observed at more positive potential values. The photophysical and redox properties of the three dendrimers are finely tuned by the length of their branches. The strong blue fluorescence and the yellow to deep blue color change upon reversible one\u2010electron oxidation can be exploited for optoelectronic devices.<\/jats:p>","DOI":"10.1002\/chem.200801198","type":"journal-article","created":{"date-parts":[[2008,10,8]],"date-time":"2008-10-08T08:31:12Z","timestamp":1223454672000},"page":"10357-10363","source":"Crossref","is-referenced-by-count":69,"title":["Polysulfurated Pyrene\u2010Cored Dendrimers: Luminescent and Electrochromic Properties"],"prefix":"10.1002","volume":"14","author":[{"given":"Marc","family":"Gingras","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Virginie","family":"Placide","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jean\u2010Manuel","family":"Raimundo","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Giacomo","family":"Bergamini","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Paola","family":"Ceroni","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vincenzo","family":"Balzani","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2008,11,10]]},"reference":[{"key":"e_1_2_6_1_2","unstructured":"\u00a0"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/3527600612"},{"key":"e_1_2_6_3_2","volume-title":"Dendrimers and Other Dendritic Polymers","year":"2001"},{"key":"e_1_2_6_4_2","volume-title":"Dendritische Molek\u00fcle","author":"V\u00f6gtle F.","year":"2007"},{"key":"e_1_2_6_5_2","unstructured":"For reviews see:"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200601962"},{"key":"e_1_2_6_6_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200601962"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1002\/poc.1105"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar050203y"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr010323t"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1007\/3-540-46577-4_3"},{"key":"e_1_2_6_11_2","unstructured":"For some recent examples see for example:"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp070468p"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1039\/b610018j"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.1039\/b514583j"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja051775g"},{"key":"e_1_2_6_16_2","unstructured":"\u00a0"},{"key":"e_1_2_6_17_2","volume":"31","author":"in Special Issue on Dendrimers (Ed.: J.\u2010P. Majoral)","year":"2007","journal-title":"New J. Chem."},{"key":"e_1_2_6_18_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2005.11.012"},{"key":"e_1_2_6_19_2","first-page":"3","volume":"30","author":"Tomalia Special Issue: Dendrimers and Dendritic Polymers (Eds.: D. A.","year":"2005","journal-title":"Prog. Polym. Sci."},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp0469665"},{"key":"e_1_2_6_21_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jorganchem.2004.07.032"},{"key":"e_1_2_6_22_2","doi-asserted-by":"publisher","DOI":"10.1039\/B401186D"},{"key":"e_1_2_6_23_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200300602"},{"key":"e_1_2_6_23_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200300602"},{"key":"e_1_2_6_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar020077n"},{"key":"e_1_2_6_25_2","unstructured":"For reviews see for example:"},{"key":"e_1_2_6_26_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.progpolymsci.2005.01.003"},{"key":"e_1_2_6_27_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar040126r"},{"key":"e_1_2_6_28_2","unstructured":"For some recent papers see:"},{"key":"e_1_2_6_29_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp7112076"},{"key":"e_1_2_6_30_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja070636r"},{"key":"e_1_2_6_31_2","doi-asserted-by":"publisher","DOI":"10.1039\/b606215f"},{"key":"e_1_2_6_32_2","doi-asserted-by":"publisher","DOI":"10.1021\/ma061123s"},{"key":"e_1_2_6_33_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp0649706"},{"key":"e_1_2_6_34_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja063081t"},{"key":"e_1_2_6_35_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200601129"},{"key":"e_1_2_6_36_2","unstructured":"\u00a0"},{"key":"e_1_2_6_37_2","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1007\/s10904-007-9191-7","volume":"18","author":"Astruc D.","year":"2008","journal-title":"J. Inorg. Organomet. Polym."},{"key":"e_1_2_6_38_2","first-page":"5153","volume":"27","author":"Zamora M.","year":"2008","journal-title":"Organometallics"},{"key":"e_1_2_6_39_2","doi-asserted-by":"publisher","DOI":"10.1039\/b516281e"},{"key":"e_1_2_6_40_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200400747"},{"key":"e_1_2_6_41_2","unstructured":"See e.g.:"},{"key":"e_1_2_6_42_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ica.2006.10.041"},{"key":"e_1_2_6_43_2","doi-asserted-by":"publisher","DOI":"10.1021\/la060867w"},{"key":"e_1_2_6_44_2","doi-asserted-by":"publisher","DOI":"10.1039\/b400311j"},{"key":"e_1_2_6_44_3","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3765(20020201)8:3<673::AID-CHEM673>3.0.CO;2-D"},{"key":"e_1_2_6_45_2","unstructured":"See for example:"},{"key":"e_1_2_6_46_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol7023136"},{"key":"e_1_2_6_47_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0677362"},{"key":"e_1_2_6_48_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cplett.2005.12.102"},{"key":"e_1_2_6_49_2","doi-asserted-by":"publisher","DOI":"10.1039\/b515433b"},{"key":"e_1_2_6_50_2","unstructured":"For recent examples:"},{"key":"e_1_2_6_51_2","doi-asserted-by":"publisher","DOI":"10.1039\/b612253a"},{"key":"e_1_2_6_52_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp0573689"},{"key":"e_1_2_6_53_2","unstructured":"\u00a0"},{"key":"e_1_2_6_54_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0759139"},{"key":"e_1_2_6_55_2","first-page":"40","author":"Marti A. A.","year":"2007","journal-title":"Acc. Chem. Res."},{"key":"e_1_2_6_56_2","unstructured":"For recent examples:"},{"key":"e_1_2_6_57_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol8006716"},{"key":"e_1_2_6_58_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2007.11.063"},{"key":"e_1_2_6_59_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo071226o"},{"key":"e_1_2_6_60_2","unstructured":"For recent examples:"},{"key":"e_1_2_6_61_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo702747w"},{"key":"e_1_2_6_62_2","doi-asserted-by":"publisher","DOI":"10.1529\/biophysj.107.112821"},{"key":"e_1_2_6_63_2","doi-asserted-by":"publisher","DOI":"10.1046\/j.1432-1033.2003.03527.x"},{"key":"e_1_2_6_64_2","first-page":"17","author":"Heywang G.","year":"1989","journal-title":"Eur. Pat. Appl."},{"key":"e_1_2_6_65_2","unstructured":"For tetramethylthio derivatives:"},{"key":"e_1_2_6_66_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.19911030223"},{"key":"e_1_2_6_66_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.199101761"},{"key":"e_1_2_6_67_2","doi-asserted-by":"publisher","DOI":"10.1016\/0379-6779(91)91557-Q"},{"key":"e_1_2_6_68_2","unstructured":"For other polythiopyrene derivatives:"},{"key":"e_1_2_6_69_2","volume":"70","author":"Lee J.\u2010S.","year":"1995","journal-title":"Synth. Met."},{"key":"e_1_2_6_70_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00101a009"},{"key":"e_1_2_6_71_2","unstructured":"For recent papers on pyrene\u2010cored dendrimers with carbon substituents see:"},{"key":"e_1_2_6_72_2","doi-asserted-by":"publisher","DOI":"10.1039\/b702968c"},{"key":"e_1_2_6_73_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200500999"},{"key":"e_1_2_6_74_2","unstructured":"\u00a0"},{"key":"e_1_2_6_75_2","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.38.473"},{"key":"e_1_2_6_76_2","doi-asserted-by":"publisher","DOI":"10.1002\/jlac.19375310102"},{"key":"e_1_2_6_77_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(98)01327-6"},{"key":"e_1_2_6_78_2","unstructured":"In air equilibrated solution pyrene has\u03a6em=0.05 and\u03c4=15\u2005ns (see Table for deaerated data)."},{"key":"e_1_2_6_79_2","unstructured":"\u00a0"},{"key":"e_1_2_6_80_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar020247w"},{"key":"e_1_2_6_81_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp070468p"},{"key":"e_1_2_6_82_2","unstructured":"\u00a0"},{"key":"e_1_2_6_83_2","doi-asserted-by":"publisher","DOI":"10.1002\/cphc.200600259"},{"key":"e_1_2_6_84_2","doi-asserted-by":"publisher","DOI":"10.1002\/macp.200400144"},{"key":"e_1_2_6_85_2","doi-asserted-by":"publisher","DOI":"10.1021\/cm035354e"},{"key":"e_1_2_6_86_2","doi-asserted-by":"publisher","DOI":"10.1021\/ma991786s"},{"key":"e_1_2_6_87_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0021870"},{"key":"e_1_2_6_88_2","unstructured":"\u00a0"},{"key":"e_1_2_6_89_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(99)01052-7"},{"key":"e_1_2_6_90_2","doi-asserted-by":"publisher","DOI":"10.1002\/adfm.200400101"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fchem.200801198","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.200801198","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T22:05:55Z","timestamp":1760306755000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.200801198"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2008,11,10]]},"references-count":94,"journal-issue":{"issue":"33","published-print":{"date-parts":[[2008,11,17]]}},"alternative-id":["10.1002\/chem.200801198"],"URL":"https:\/\/doi.org\/10.1002\/chem.200801198","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2008,11,10]]}}}