期刊
TETRAHEDRON
卷 62, 期 14, 页码 3355-3361出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2006.01.058
关键词
2,7-di(ethynylphenyl)(x)fluoren-9-one; 9,9-disubstituted fluorene; p-(trimethylsilyl)phenylethynyl; pi-extended conjugation; fluorescence; Sonogashira reaction
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.
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