Regiocontrolled synthesis of ethene-bridged para-phenylene oligomers based on PtII- And RuII-catalyzed aromatization

Tse An Chen, Te Ju Lee, Ming Yuan Lin, Shariar M.A. Sohel, Wei-Guang Diau, Shie Fu Lush, Rai Shung Liu*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

48 Scopus citations

Abstract

We report the regiocontrolled syntheses of ethene-bridged paraphenylene oligomers in three distinct classes by using PtII- and Ru II-catalyzed aromatization. This synthetic approach has been developed based on twofold aromatization of the 1-aryl-2-alkynylbenzene functionality, which proceeds by distinct regioselectivity for platinum and ruthenium catalysts. Variable-temperature NMR spectra provide evi-dence that large arrays of these oligomers are prone to twist from planarity. The UV/Vis and photoluminescence (PL) spectra as well as the band gaps of these regularly growing arrays show a pattern of extensive π conjugation with increasing array sizes, except for in one instance.

Original languageEnglish
Pages (from-to)1826-1833
Number of pages8
JournalChemistry - A European Journal
Volume16
Issue number6
DOIs
StatePublished - 8 Feb 2010

Keywords

  • Catalysis
  • Platinum
  • Polyaromatic oligomers
  • Regiocontrol
  • Ruthenium

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