Helical Oligonaphthodioxepins Showing Intense Circularly Polarized Luminescence (CPL) in Solution and in the Solid State.

A series of oligonaphthodioxepins was synthesized, revealing a helically arranged octamer, ( R, R, R, R, R, R, R)- 3, which showed intense circularly polarized luminescence (CPL) both in solution and in the solid state. The fluorescence quantum yields (Φ_FL) in solution and in the solid state were 0.90 and 0.22, respectively, and the g_lum values in solution and in the solid state were +2.2×10⁻³ and +7.0×10⁻³, respectively. This is one of the highest solid-state CPL g_lum values yet reported. The high Φ_FL and g_lum values were due to the rigidity, as well as to the fact that ( R, R, R, R, R, R, R)- 3 was a non-planar molecule. Moreover, ( R, R, R, R, R, R, R)- 3 was highly stable both chemically and stereochemically. [ABSTRACT FROM AUTHOR]