Ortho-Branched Ladder-Type Oligophenylenes with Two-Dimensionally π-Conjugated Electronic Properties.
The synthesis, photochemical and electrochemical properties, and electronic structures of a series of star-shaped ladder-type oligophenylenes Sn (n =7, 10, 13, 16, 19, and 22), including one multibranched case S 19mb, are reported and compared with the linear para-phenylene ladders Rn (n = 2-5 and 8...
| Publicado en: | Journal of the American Chemical Society Vol. 133; no. 20; pp. 8028 - 8040 |
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| Autores principales: | , , , , , |
| Formato: | Artículo |
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American Chemical Society
5/25/2011
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| Materias: | |
| Acceso en línea: | Ver este registro en EBSCOhost |
| fields | @attributes: recordID: 1 pdfLink: plink: https://search.ebscohost.com/login.aspx?direct=true&db=hlh&AN=61820409&site=ehost-live header: @attributes: shortDbName: hlh uiTerm: 61820409 longDbName: Humanities International Complete uiTag: AN controlInfo: bkinfo: jinfo: jid: 00027863 ACS jtl: Journal of the American Chemical Society issn: 00027863 maglogo: N pubinfo: dt: 5/25/2011 vid: 133 iid: 20 pid: 997 pub: American Chemical Society artinfo: ui: 61820409 10.1021/ja202144v ppf: 8028 ppct: 12 formats: tig: atl: Ortho-Branched Ladder-Type Oligophenylenes with Two-Dimensionally π-Conjugated Electronic Properties. aug: au: Hsin-Hau Huang Ch. Prabhakar Kuo-Chun Tang Pi-Tai Chou Guan-Jhih Huang Jye-Shane Yang affil: Department of Chemistry, National Taiwan University, Taipei, 10617 Taiwan su: Phenyl compounds Amino compounds Protein synthesis Density functionals Tin research Anisotropy sug: subj: Phenyl compounds Amino compounds Protein synthesis Density functionals Tin research Anisotropy ab: The synthesis, photochemical and electrochemical properties, and electronic structures of a series of star-shaped ladder-type oligophenylenes Sn (n =7, 10, 13, 16, 19, and 22), including one multibranched case S 19mb, are reported and compared with the linear para-phenylene ladders Rn (n = 2-5 and 8) and the stepladder analogues SFn (n = 10, 16, and 22). The n value refers to the number of π-conjugated phenylene rings. Functionalized isotruxenes are the key synthetic building blocks, and S22 is the largest monodispersed ladder-type oligophenylene known to date. The Sn systems possess the structural rigidity of Rn and the ortho-para phenylene connectivity of SFn. Conse- quently, Sn represents the first class of branched chromophores with fully two-dimensional conjugation in both ground- and excited-state configurations. Evidences include the excellent linear correlations for the optical 0-0 energies or the first oxidation potentials of Sn and Rn against the reciprocal of their n values, delocalized HOMO and LUMO based on density functional theory calculations, and molecule-like fluorescence anisotrópy. The resulting model of effective conjugation plane (ECP) for the two-dimensional π-conjugated systems compliments the concept of effective conjugation length (ECL) for one-dimensional oligomeric systems. Other implications of the observed structure-property relationships are also included. pubtype: Academic Journal doctype: Article src: R language: English refInfo: copyright: @attributes: flag: Y dt: @attributes: year: 2011 holdings: @attributes: islocal: N |
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