Synthesis and characterization of bromo and acetyl derivatives of spiro[fluorene-9, 9'-xanthene]

Bromination and acetylation of spiro [fluorene-9, 9'-xanthene] (SFX) as substrate have been described. As a result, six SFX-based derivatives have been obtained under the condition of either bromo source from potassium bromate, potassium bromide with sulphoacid at 0℃ or acetylchloride as acylation reagent at room temperature. The attacked positions of substituted SFX have been confirmed by the characterization of NMR, in which the bromination reaction in turn occur at the position of 2', 7' and 2 while the acetylation reaction in turn at the position of 2', 2 and 7'. These results offer the basic platform to design the new-concept SFX-based organic semiconductors.