Fluorescent oligomers of dibenzothiophene-S,S-dioxide derivatives: The interplay of crystal conformations and photo-physical properties

Chung Yi Hsu, Mu Tao Hsieh, Mu Kuo Tsai, Yin Ji Li, Chien Jung Huang, Yan Kuin Su, Thou Jen Whang

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

Abstract

Fluorescent oligomers where the backbone of dibenzothiophene-S,S-dioxide acts as the acceptor and side chains of aryl methoxy, fluorene, and arylamine act as the donors have been effectively synthesized by the palladium-catalyzed Suzuki coupling reactions, and the photo-physical properties of the compounds were investigated. From the single-crystal XRD patterns the compounds reveal a twisted conformation with an intramolecular structure and show close relationship between intramolecular or intermolecular charge transfer and their photo-physical properties. These patterns provide more comprehensive information, which is unattainable from 1H NMR and 2D-COSY spectra. The emission spectrum in the range of 450-510 nm can be finely tuned by systematically altering the position of substitution on the donor units of side chains connected with the backbone acceptor. The fabricated devices displayed a sky blue to deep green in terms of color and performed the CIE (x,y) coordinates with values of (0.18-0.21, 0.25-0.46), respectively.

Original languageEnglish
Pages (from-to)5481-5491
Number of pages11
JournalTetrahedron
Volume68
Issue number27-28
DOIs
Publication statusPublished - 2012 Jul 8

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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