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http://dx.doi.org/10.5012/bkcs.2012.33.1.255

Synthesis and Structures of New Silaanthracenophanes  

Lee, In-Sook (Advanced Institute of Convergence Technology, Nanobrick Co., Ltd.)
Ahn, Mi-Hye (Department of Chemistry and Green-Nano Materials Research Center, Kyungpook National University)
Kumar, M. Anil (Department of Nanomaterial Chemistry, Dongguk University)
Lee, Uk (Department of Chemistry, Pukyong National University)
Ohshita, Joji (Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University)
Kwak, Young-Woo (Department of Chemistry and Green-Nano Materials Research Center, Kyungpook National University)
Publication Information
Abstract
A new series of silaanthracenophanes 2-5 composed of 1,8-diethynylanthracene unit has been synthesized from silylation reactions of 1,8-di(lithioethynyl)anthracene with 1,3-dichloro-1,1,3,3-tetraalkyldisiloxanes and 1,2-dichlorotetramethyldisilane. The silaanthracenophane products 2-4 were characterized by spectroscopic methods and X-ray crystallographic analysis.
Keywords
Silaanthracenophanes; 1,8-Diethynylanthracene; Silylation; $\sigma-\pi$ conjugations;
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1 Kuehl, C. J.; Huang, S. D.; Stang, P. J. J. Am. Chem. Soc. 2001, 123, 9634.   DOI   ScienceOn
2 Kuehl, C. J.; Yamamoto, T.; Seidel, S. R.; Stang, P. J. Org. Lett. 2002, 4, 913.   DOI   ScienceOn
3 Resendiz, M. J. E.; Noveron, J. C.; Disteldorf, H.; Fischer, S.; Stang, P. J. Org. Lett. 2004, 6, 651.   DOI   ScienceOn
4 Bar, A. K.; Shanmugaraju, S.; Chi, K.-W.; Mukherjee, P. S. Dalton Trans. 2011, 40, 2257.   DOI   ScienceOn
5 Lee, S. K.; Kang, J. Bull. Korean Chem. Soc. 2011, 32, 1228.   DOI   ScienceOn
6 House, H. O.; Hrabie, J. A.; VanDerveer, D. J. Org. Chem. 1986, 51, 921.   DOI
7 Katz, H. E. J. Org. Chem. 1989, 54, 2179.   DOI
8 STOE STADI4, X-RED & X-SHAPE; X-ray Structure Evaluation Package; STOE & Cie Gmbh, Darmstadt, Germany, 1996. (Revision 1.06). STOE & Cie Gmbh, Hilpertstrasse 10, D64295 Darmstadt, Germany.
9 Fang, M.-C.; Watanabe, A.; Matsuda, M. Macromolecules 1996, 29, 6807.   DOI   ScienceOn
10 Ishikawa, M.; Ohshita, J. In Handbook of Organic Conductive Molecules and Polymers, Vol. 2, Nalwa, H. S., Ed.; Wiley, New York, 1997; pp 685-718.
11 Chen, R.-M.; Chien, K.-M.; Wong, K.-T.; Jin, B.-Y.; Luh, T.-Y. J. Am. Chem. Soc. 1997, 119, 11321.   DOI   ScienceOn
12 Kim, H. K.; Ryu, M.-K.; Lee, S. M. Macromolecules 1997, 30, 1236.   DOI   ScienceOn
13 Seo, I. K.; Park, Y. T.; Kim, Y.-R. Bull. Korean Chem. Soc. 1999, 20, 677.
14 Mori, A.; Takahisa, E.; Kajiro, H.; Nishihara, Y. Macromolecules 2000, 33, 1115.   DOI   ScienceOn
15 Lukevics, E.; Ryabova, V.; Arsenyan, P.; Belyakov, S.; Popelis, J.; Pudova, O. J. Organomet. Chem. 2000, 610, 8.   DOI   ScienceOn
16 Matsumi, N.; Chujo, Y. Polym. J. 2001, 33, 383.   DOI   ScienceOn
17 Morisaki, Y.; Fujimura, F.; Chujo, Y. Organometallics 2003, 22, 3553.   DOI   ScienceOn
18 Ohshita, J.; Yoshimoto, K.; Tada, Y.; Harima, Y.; Kunai, A.; Kunugi, Y.; Yamashita, K. J. Organomet. Chem. 2003, 678, 33.   DOI   ScienceOn
19 Lee, T.; Jung, I.; Song, K. H.; Baik, C.; Kim, S.; Kim, D.; Kang, S. O.; Ko, J. Organometallics 2004, 23, 4184.   DOI   ScienceOn
20 Cheng, Y.-J.; Luh, T.-Y. Chem. Commun. 2006, 4669.
21 Wang, H.-W.; Yeh, M.-Y.; Chen, C.-H.; Lim, T.-S.; Fann, W.; Luh, T.-Y. Macromolecules 2008, 41, 2762.   DOI   ScienceOn
22 Lee, I.-S.; Kwak, Y.-W.; Kim, D.-H.; Cho, Y.; Ohshita, J. J. Organomet. Chem. 2008, 693, 3233.   DOI   ScienceOn
23 Lee, I.-S.; Lee, C. G.; Kwak, Y.-W.; Gal, Y.-S. Bull. Korean Chem. Soc. 2009, 30, 309.   DOI   ScienceOn
24 Sheldrick, G. M. SHELXL97-2; University of Gottingen, Gottingen, Germany, 1997.
25 Bruker, Saint (Version 6.12) and Smart (Version 5.631), Bruker AXS Inc., Madison, Wisconsin, USA, 1997.
26 Sheldrick, G. M. SADABS; University of Gottingen, Gottingen, Germany, 1999.
27 Sheldrick, G. M. Acta Crystallogr. Sect. A 1990, A46, 467.
28 Lee, C. W.; Hwang, G. T.; Kim, B. H. Tetrahedron Lett. 2000, 41, 4177.   DOI   ScienceOn
29 Sudhakar, S.; Lee, G. H.; Wang, Y.; Hsu, J. H.; Luh, T.-Y. J. Organomet. Chem. 2002, 646, 167.   DOI   ScienceOn
30 Kwak, Y.-W.; Lee, I.-S.; Baek, M.-K.; Lee, U.; Choi, H.-J.; Ishikawa, M.; Naka, A.; Ohshita, J.; Lee, K.-H.; Kunai, A. Organometallics 2006, 25, 48.   DOI   ScienceOn
31 Kai, H.; Ohshita, J.; Ohara, S.; Nakayama, N.; Kunai, A.; Lee, I.-S.; Kwak, Y.-W. J. Organomet. Chem. 2008, 693, 3490.   DOI   ScienceOn
32 Pavia, D. L.; Lampman, G. M.; Kriz, G. S.; Vyvyan, J. R. In Introduction to Spectroscopy, 4th ed.; Brooks/Cole: Cengage Learning, 2009; pp 128-130.
33 Fang, M.-C.; Watanabe, A.; Ito, O.; Matsuda, M. Macromolecules 1996, 489, 15.
34 Suto, S.; Ono, R.; Shimizu, M.; Goto, T.; Watanabe, A.; Fang, M.-C.; Matsuda, M. J. Lumin. 2000, 87-89, 773.   DOI   ScienceOn
35 Cho, H. M.; Lee, J.-E.; Lee, M. E.; Lee, K. M. J. Organomet. Chem. 2011, 696, 2754.   DOI   ScienceOn
36 Tsuji, H.; Shibano, Y.; Takahashi, T.; Kumada, M.; Tamao, K. Bull. Chem. Soc. Jpn. 2005, 78, 1334.   DOI   ScienceOn
37 Sakurai, H. Adv. Inorg. Chem. 2000, 50, 359.   DOI
38 Csakvari, B.; Wagner, Zs.; Gomory, P.; Mijlhoff, F. C.; Rozsondai, B.; Hargittai, I. J. Organomet. Chem. 1976, 107, 287.   DOI   ScienceOn
39 Adachi, A.; Ohshita, J.; Ohno, T.; Kunai, A.; Manhart, S. A.; Okita, K.; Kido, J. Appl. Organometal. Chem. 1999, 13, 859.   DOI   ScienceOn
40 Manhart, S. A.; Adachi, A.; Sakamaki, K.; Okita, K.; Ohshita, J.; Ohno, T.; Hamaguchi, T.; Kunai, A.; Kido, J. J. Organomet. Chem. 1999, 592, 52.   DOI   ScienceOn
41 Wong, W.-Y.; Lee, A. W.-M.; Wong, C.- K.; Lu, G.-L.; Zhang, H.; Mo, T.; Lam, K.-T. New J. Chem. 2002, 26, 354.   DOI   ScienceOn
42 Gleiter, R.; Schafer, W.; Sakurai, H. J. Am. Chem. Soc. 1985, 107, 3046.   DOI
43 Sakurai, H.; Sugiyama, H.; Kira, M. J. Phys. Chem. 1990, 94, 1837.   DOI
44 Ohshita, J.; Kunai, A. Acta Polym. 1998, 49, 379.   DOI   ScienceOn
45 Yao, J.; Son, D. Y. Organometallics 1999, 18, 1736.   DOI   ScienceOn
46 Nakanishi, W.; Hitosugi, S.; Piskareva, A.; Shimada, Y.; Taka, H.; Kita, H.; Isobe, H. Angew. Chem. Int. Ed. 2010, 49, 7239.   DOI   ScienceOn
47 Nakanishi, W.; Hitosugi, S.; Shimada, Y.; Isobe, H. Chem. Asian J. 2011, 6, 554.   DOI   ScienceOn