Abstract

The title compound, C26H20N2, was obtained during a search for new π-extended ligands with the potential to generate efficient phosphors with iridium(III) for organic light-emitting devices (OLEDs). The benzoquinoxaline ring system is almost planar (r.m.s. deviation = 0.076 Å). A pseudo-twofold rotation axis runs through the midpoints of the C2-C3 and C9-C10 bonds. The two phenyl rings are twisted relative to the benzoquinoxaline ring system, making dihedral angles of 53.91 (4) and 36.86 (6)°. In the crystal, C-H⋯π (arene) inter-actions link the mol-ecules, but no π-π inter-actions between aromatic rings are observed.

Highlights

  • The title compound, C26H20N2, was obtained during a search for new extended ligands with the potential to generate efficient phosphors with iridium(III) for organic light-emitting devices (OLEDs)

  • A pseudo-twofold rotation axis runs through the midpoints of the C2—C3 and C9—C10 bonds

  • For example, deep-red emissive iridium(III) complexes containing 2,3-diphenylquinoxaline, in which red emissions contributed to the conjugated structure of the dpq ligand (Song et al, 2015)

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Summary

Chemical context

Quinoxalines are well-known nitrogen-containing heterocyclic compounds, and substituted quinoxalines are important ligands with transition metals (Achelle et al, 2013; Floris et al, 2017; Tariq et al, 2018). They act as chelating agents bearing ring complexes bounded by a benzene ring and a pyrazine ring. For example, deep-red emissive iridium(III) complexes containing 2,3-diphenylquinoxaline (dpqH), in which red emissions contributed to the conjugated structure of the dpq ligand (Song et al, 2015).

Structural commentary
Database survey
Synthesis and crystallization
Refinement
C25 C26 H26 C27 H27 C28 H28A H28B H28C
Full Text
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