The synthesis of blue emitting 3-Amino-l-hetarylfluorenes and their unprecedented alkylated derivatives

Yalcin E., Duyar H., Cakmaz D., ŞAHİN E., SEFEROĞLU Z.

TETRAHEDRON, vol.75, no.35, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 75 Issue: 35
  • Publication Date: 2019
  • Doi Number: 10.1016/j.tet.2019.130464
  • Journal Name: TETRAHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Keywords: 3-Amino-1-hetaryl-2,4-dicyanofluorenes, 3-Amino-1-hetarylfluorene derivatives, Decyanation reaction, Fluorescent dyes, Blue emitting fluorenes, SELECTIVE HYDROGENATION, EFFICIENT SYNTHESIS, FLUORENE, ARYLIDENEMALONODINITRILES, NANOPARTICLES, REDUCTION, CATALYSTS, ALCOHOLS, NITRO
  • Gazi University Affiliated: Yes

Abstract

Novel 3-Amino-1-hetarylfluorene derivatives have medicinal uses and challenging transformation in organic synthesis have been synthesized via decyanation process. Surprisingly, the alkylated compounds derived from 3-Amino-1-hetarylfluorenes were obtained via further nucleophilic substitution to the 9-C and 3-N positions of the fluorene ring because of the harsh reaction condition employed. The synthesized compounds were characterized by spectroscopic techniques as well as X-ray single crystal diffraction analysis. This new family of blue emitting fluorene derivatives have low to moderate quantum yields (the largest value of Phi(F) = 0.52 for compound 15). (C) 2019 Elsevier Ltd. All rights reserved.