Synthesis and Optoelectronic Properties of Iptycene-Naphthazarin Dyes

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Dengiz C., WU Y. M., SWAGER T. M.

SYNLETT, vol.30, no.1, pp.54-58, 2019 (SCI-Expanded, Scopus) identifier identifier

  • Publication Type: Article / Article
  • Volume: 30 Issue: 1
  • Publication Date: 2019
  • Doi Number: 10.1055/s-0037-1611169
  • Journal Name: SYNLETT
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.54-58
  • Keywords: naphthazarin, iptycenes, Diels-Alder, tautomerization, epimerization, POLYCYCLIC CONJUGATED HYDROCARBONS, DIELS-ALDER REACTIONS, LARGER ACENES, PENTACENE DERIVATIVES, RED EMITTERS, HETEROACENES, ACCEPTORS, TETRACENE
  • Open Archive Collection: AVESIS Open Access Collection
  • Middle East Technical University Affiliated: Yes

Abstract

We report the synthesis and characterization of iptycene-naphthazarin dyes by using a sequential Diels-Alder approach. The tautomerization of naphthazarin was used as the key step in the synthesis, with structures confirmed by single-crystal X-ray and NMR analysis. The systematic trends in electronic properties were investigated by UV/Vis spectroscopy BF2 complexes of the dyes were prepared by reaction with BF3 OEt2 in CH2Cl2.