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An oxygen-bridged diphenylnaphthylamine with a helical shape was designed and synthesized
as a key scaffold for circularly polarized luminescent (CPL) materials. The introduction
of electron-withdrawing groups, such as formyl and 2,2-dicyanovinyl substituents at
the naphthyl moiety in this skeleton effectively decreases the LUMO level and thus
allows a tuning of the band gap. The prepared model compounds exhibit intense CPL
signals with a dissymmetry factor (g value) of 10(-3) both in CH2Cl2 solutions and
in the solid states. The emission colors of these derivatives are influenced both
by the substituents as well as by solvent effects, covering the whole visible region
from blue to deep red.