Exploring a series of monoethynylfluorenes as alkynylating reagents for mercuric ion: Synthesis, spectroscopy, photophysics and potential use in mercury speciation

Li Liu, Wai Yeung Wong, Yuk Wai Lam, Wai Yee Tam

Research output: Journal article publicationJournal articleAcademic researchpeer-review

37 Citations (Scopus)

Abstract

New luminescent mononuclear mercury(II) mono- and dialkynylated complexes containing substituted fluorene and fluorenone units [R-C{triple bond, long}C-HgCH3] and [R-C{triple bond, long}C-Hg-C{triple bond, long}C-R] (R = 9,9-dialkylfluorene-2-yl and fluoren-9-one-2-yl; alkyl = H, ethyl, hexyl, octyl, hexadecyl) were prepared in good yields by mercuration of terminal acetylene R-C{triple bond, long}CH with CH3HgCl and HgCl2at room temperature via the dehydrohalogenation reaction. The structures of these organomercurial compounds were characterized by IR and NMR spectroscopies, elemental analysis and FAB mass spectrometry. Their optical and photoluminescence spectra were also studied. The structural features of one complex was elucidated by X-ray crystallography in which there is an indication of weak mercuriophicity among the molecules in the solid state. A new protocol is developed for derivatization of inorganic mercury(II) ion into dialkynyl mercury(II) compounds followed by the ready extraction into dichloromethane, which can be analyzed by HPLC technique using UV detection. These results have important implications in the development of analytical procedures for the determination of mercuric ion in aqueous solutions.
Original languageEnglish
Pages (from-to)109-121
Number of pages13
JournalInorganica Chimica Acta
Volume360
Issue number1
DOIs
Publication statusPublished - 1 Jan 2007
Externally publishedYes

Keywords

  • Alkynyl
  • Fluorene
  • Fluorenone
  • HPLC
  • Luminescence
  • Mercury

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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