Y. Song et al. / Tetrahedron Letters 51 (2010) 4894–4897
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derivatives using phenanthrenequinone as raw materials. McMur-
ry coupling reaction was used to synthesize a cyclic ethylene-
bridged 3,6-fluorene dimer 1. Horner–Emmons reaction was used
for the synthesis of vinyl-fluorene linear oligomers 2 and 3 with
all-trans configuration. They were fully characterized by NMR
and MS. Single crystals of the cyclic compound 1 were got by solu-
tion evaporation method and its structure was analyzed. Their
UV–vis absorption spectra, fluorescence spectra, and cyclic voltam-
metry measurements have been carried out, and all the properties
were compared. We believe that the results presented here can
provide a lot of opportunities to develop new cyclic compounds,
and also find wide applications in new functional materials. The
test of their potential use in OFET and OLED is in progress.
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Acknowledgments
The authors are grateful to the financial support from Natural
Science Foundation of China, State Key Basic Research Program,
and Chinese Academy of Sciences.
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Supplementary data
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10. See Supplementary data.
Supplementary data associated with this article can be found, in
11. X-ray crystal data for 1.
C
46H52
,
Mr = 604.88, crystal size: 0.24 ꢁ 0.22 ꢁ
0.18 mm, trigonal, space group R-3:H, a = 22.214(5) Å, b = 22.214(5) Å, c =
38.879(9) Å, V = 16615(7) Å3, Z = 18, T = 113(2) K. 62016 reflections collected,
7282 independent (Rint = 0.0551), GOF = 1.122; R1 = 0.0739, wR2 = 0.1559 (for
all reflections). CCDC 774642 contains the supplementary crystallographic
data for 1. The data can be obtained free of charge from The Cambridge
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