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Solvent-free synthesis and chiroptical properties of a C-N axially chiral cruciform dimer of benzo[ b ]phenoxazine.

Shuhei IshikawaDaisuke SakamakiMasayuki GonKazuo TanakaHideki Fujiwara
Published in: Chemical communications (Cambridge, England) (2024)
A novel C-N axially chiral molecule composed of two tert -butyl-substituted benzo[ b ]phenoxazine (BPO) was synthesized via solvent-free reactions. The absolute configurations of the enantiomers were determined by X-ray single-crystal analysis. The enantiomers had a sufficiently high racemization barrier to ignore racemization at room temperature (149 ± 20 kJ mol -1 ), and the solutions exhibited dual circularly polarized emissions stemming from fluorescence and phosphorescence of | g CPL | = ca. 1 × 10 -3 .
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