四芳基取代环戊二烯酮与二氟取代二苯乙炔通过Diels-Alder环加成反应制得六芳基取代苯(6);6在路易斯酸催化下通过Scholl环氧化脱氢反应合成了一个新型的氟取代六苯并蔻衍生物——1,3,5,8,10,12,14,17-八氟代六苯并蔻(7),收率70%,其结构经1H NMR,13C NMR和MS表征.TG研究结果表明,7失重5%的温度为452℃.
Hexaarylbenzene derivative (6) was prepared by Diels-Alder cycloaddition reaction of tetraaryl cyclopentadienone with 4,4'-difluorodiphenylacetylenes.A novel fluorine substituted hexaperi-hexabenzocoronene derivative——1,3,5,8,10,12,14,17-octafluoro-hexa-peri-hexabenzocoronene (7) in yield of 70% was synthesized by Scholl cyclodehydrogenation of 6 using FeCl3 asthe catalyst.The structures were characterized by 1H NMR,13C NMR and MS.Thermal stability of 7 was investigated by TG and the results indicated that 5% weight loss temperature was 452 ℃.