Carbon-rich organometallic materials derived from 4-ethynylphenylferrocene

Wai Yeung Wong, Ka Yan Ho, Sze Ling Ho, Zhenyang Lin

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33 Citations (Scopus)

Abstract

Using 4-ethynylphenylferrocene (1) as the building block, a new series of rigid-rod alkynylferrocenyl precursors consisting of fluoren-9-one unit, 2-bromo-7-(4-ferrocenylphenylethynyl)fluoren-9-one (2a), 2,7-bis (4-ferrocenylphenylethynyl)fluoren-9-one (2b), 2-trimethylsilylethynyl-7- (4-ferrocenylphenylethynyl)fluoren-9-one (3) and 2-ethynyl-7-(4-ferrocenylphenylethynyl)fluoren-9-one (4) have been prepared in moderate to good yields. The acetylene complex 4 is a useful precursor for the synthesis of well-defined carbon-rich ferrocenyl heterometallic complexes, trans-[(η5-C5H5) Fe(η5-C5H4) C6H4C≡CRC≡CPt(PEt3)2Ph] (5), trans-[(η5-C5H5) Fe(η5-C5H4) C6H4C≡CRC≡CPt(PBu3)2C≡CRC≡CC6H4(η5- C5H4)Fe(η5-C5H5)] (6), trans-[(η5-C5H5)Fe(η5-C5H4) C6H4C≡CRC≡CM(dppm)2Cl] (M=Ru (7), Os (8)) (R=fluoren-9-one-2,7-diyl). All new complexes have been characterized by FTIR, NMR and UV-Vis spectroscopies and fast atom bombardment mass spectrometry (FABMS). The molecular structures of 1, 2a, 4, 6 and 8 have been determined by single-crystal X-ray studies where an iron-iron through-space distance of nanosized dimension (ca. 42 Å) is observed in the trimetallic molecular rod 6. The electronic absorption, luminescence and electrochemical properties of these carbon-rich molecules were investigated and the data were correlated with the theoretical results obtained by the method of density functional theory.
Original languageEnglish
Pages (from-to)341-353
Number of pages13
JournalJournal of Organometallic Chemistry
Volume683
Issue number2
DOIs
Publication statusPublished - 15 Oct 2003
Externally publishedYes

Keywords

  • Alkynyl complexes
  • Ferrocene
  • Fluorenone
  • Osmium
  • Platinum

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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