Synthesis of fluorescent fluorene-isoindole-containing mono- and oligomers

László Lázár, Miklós Nagy, Dávid Rácz, Miklós Zsuga, Sándor Kéki

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Novel fluorene-isoindole-containing light-emitting mono- and oligomers were prepared. The synthesis of the monomers N-(4-bromo-phenyl)-2-(7-bromo-9,9- diethylfluoren-2-yl)-isoindole-1-carboxamide, N-(7-bromo-9,9-dibutylfluoren-2- yl)-2-(7-bromo-9,9-dibutylfluoren-2-yl)-isoindole-1-carboxamide, and N-[7-bromo-9,9-bis(2-ethylhexyl)-fluoren-2-yl]-2-[7-bromo-9,9-bis(2-ethylhexyl) -fluoren-2-yl]-isoindole -1-carboxamide was carried out by a three-component reaction of ortho-phthalaldehyde with the corresponding amine and isocyanide partners. The Ni(0) mediated polymerization reactions of the obtained monomers gave the corresponding mixture of oligomers from two up to twelve repeat units. The optical properties were also studied and it was found that the phenylene-containing oligomer emitted green light in dichloromethane solution, while both difluorene-containing oligomers, under the same conditions, proved to be blue light-emitters with good quantum efficiency.

Original languageEnglish
Pages (from-to)3691-3699
Number of pages9
JournalTetrahedron
Volume70
Issue number23
DOIs
Publication statusPublished - Jun 10 2014

Keywords

  • Fluorene
  • Fluorescence
  • Isocyanide
  • Isoindole
  • Light-emitting oligomer

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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