Synthesis of conjugated 2,7-bis(trimethylsilylethynyl)-(phenylethynyl)nfluoren-9-one and 9-(p-methoxyphenyl)-9-methyl derivatives:: optical properties

Synthesis of conjugated 2,7-bis(trimethylsilylethynyl)-(phenylethynyl)nfluoren-9-one and 9-(p-methoxyphenyl)-9-methyl derivatives:: optical properties
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DOI:
10.1016/j.tet.2006.01.058
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发表时间:
2006-04-03
期刊:
影响因子:
2.1
通讯作者:
Díaz, C
Díaz, C
中科院分区:
化学3区
文献类型:
--
作者:
Rodríguez, JG;Tejedor, JL;Díaz, C

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合成了2,7-取代的9-芴酮和9,9-二取代的芴,并对其荧光性质进行了分析。共轭2,7-双的合成(三甲基硅基乙炔基)-苯乙炔基芴-9-酮通过2,7-二(卤代)芴-9-酮与2,7-二(卤代)芴-9-酮(或9-(对甲氧基苯基)-9-甲基)之间的杂偶联反应,(或2,7-二溴-9-(对甲氧基苯基)-9-甲基芴)和对三甲基甲硅烷基乙炔基(苯乙炔基)(n)(n = 1,2)的发散合成。π-扩展的共轭化合物显示出荧光辐射发射(蓝光发射),对于9-(对甲氧基苯基)-9-甲基-2,7-双(三甲基甲硅烷基乙炔基)-(苯基乙炔基)(n)芴具有重要的量子产率,其随着共轭而增加。(c)2006爱思唯尔有限公司保留所有权利。
2,7-Substituted 9-fluorenones and 9,9-disubstituted fluorene have been synthesized and their fluorescence properties analyzed. The synthesis of conjugated 2,7-bis(trimethylsilylethynyl)-(phenylethynyl)(n)fluoren-9-one (or the 9-(p-methoxyphenyl)-9-methyl) structures was carried out by the heterocoupling reaction between the 2,7-di(halo)fluoren-9-one (or 2,7-dibromo-9-(P-methoxyphenyl)-9methylfluorene) and p-trimethylsitylethynyl(phenylethynyl)(n) (n = 1,2), catalyzed by the dichloro bis(triphenylphosphine)palladium and cuprous iodide system, in a divergent synthesis. The pi-extended conjugated compounds exhibit fluorescence radiation emission (blue light-emitting), with important quantum yield for the 9-(p-methoxyphenyl)-9-methyl-2,7-bis(trimethylsilylethynyl)-(phenylethynyl)(n)fluorenes which increases with the conjugation. (c) 2006 Elsevier Ltd. All rights reserved.