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探索了以螺[芴9,9’-氧杂蒽](SFX)为底物的溴化和乙酰化亲电取代反应,以通过溴酸钾、溴化钾与硫酸反应产生的溴为溴源和乙酰氯为酰基化试剂,在0℃和室温条件下获得6种含不同数目溴或乙酰基取代的螺[芴9,9’-氧杂蒽]衍生物。通过产物的NMR分析,确定了螺[芴-9,9’-氧杂蒽]的溴化反应活性位点依次是2’、7’和2位;而乙酰化反应的活性位点依次是2’、2和7’位。这些结果为设计和合成以SFX为构筑单元的有机半导体材料提供了基础。
Brominated and acetylated electrophilic substitution reactions with spiro [fluorene 9,9’-xanthene] (SFX) as substrates were explored, and the bromine generated from the reaction between potassium bromide and sulfuric acid was used as bromine source and B The acyl chloride is an acylating reagent and six derivatives of spiro [fluorene 9,9’-xanthene] containing different numbers of bromine or acetyl substitutions are obtained at 0 ° C and room temperature. By NMR analysis of the product, it was confirmed that the active sites for bromination of spiro [fluorene-9,9’-xanthene] were 2 ’, 7’ and 2 positions in turn, while the active site of acetylation reaction was 2 ’, 2 and 7’ bits. These results provide the basis for the design and synthesis of organic semiconductors with SFX as the building block.