Palladium-catalyzed insertion of 1,2- And 1,4-quinones into Si-Si bonds and its application to the modification of Si-Si-bond-containing polymers

Organometallics

Volumn 16, Issue 24, 1997, Pages 5223-5233

  Yamashita, Hiroshi ^a   Reddy, N Prabhakar ^a   Tanaka, Masato ^a  

^a NATL INST OF MAT AND CHEM RES   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001580419     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om970215q     Document Type: Article

References (112)

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2. For instance: (a) Silicon Chemistry; Corey, E. R., Corey, J. Y., Gaspar, P. P., Eds.; Ellis Horwood: Chichester, U.K., 1988. (b) Inorganic and Organometallic Polymers; Zeldin, M., Wynne, K. J., Allcock, H. R., Eds.; ACS Symposium Series 360; American Chemical Society: Washington, DC, 1988. (c) The Chemistry of Organic Silicon Compounds; Patai, S., Rappoport, Z., Eds.; Wiley: Chichester, U. K., 1989. (d) Silicon-Based Polymer Science; Zeigler, J. M., Fearon, F. W. G., Eds.; Advances in Chemistry Series 224; American Chemical Society: Washington, DC, 1990. (e) Frontiers of Organosilicon Chemistry; Bassindale, A. R., Gaspar, P. P., Eds.; The Royal Society of Chemistry: Cambridge, U.K., 1991. (f) Progress in Organosilicon Chemistry; Marciniec, B., Chojnowski, J., Eds.; Gordon and Breach: Basel, Switzerland, 1995.
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6. For instance: (a) Silicon Chemistry; Corey, E. R., Corey, J. Y., Gaspar, P. P., Eds.; Ellis Horwood: Chichester, U.K., 1988. (b) Inorganic and Organometallic Polymers; Zeldin, M., Wynne, K. J., Allcock, H. R., Eds.; ACS Symposium Series 360; American Chemical Society: Washington, DC, 1988. (c) The Chemistry of Organic Silicon Compounds; Patai, S., Rappoport, Z., Eds.; Wiley: Chichester, U. K., 1989. (d) Silicon-Based Polymer Science; Zeigler, J. M., Fearon, F. W. G., Eds.; Advances in Chemistry Series 224; American Chemical Society: Washington, DC, 1990. (e) Frontiers of Organosilicon Chemistry; Bassindale, A. R., Gaspar, P. P., Eds.; The Royal Society of Chemistry: Cambridge, U.K., 1991. (f) Progress in Organosilicon Chemistry; Marciniec, B., Chojnowski, J., Eds.; Gordon and Breach: Basel, Switzerland, 1995.
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61. 3k,s,t,w
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67. The reaction is useful for protection of quinones. For instance, see: (a) Thompson, R H. Naturally Occurring Quinones; Academic Press: New York, 1971. (b) Stewart, R. F.; Miller, L. L. J. Am. Chem. Soc. 1980, 102, 4999. (c) Willis, J. P.; Cogins, K. A. Z.; Miller, L. L. J. Org. Chem. 1981, 46, 3215.
68. The reaction is useful for protection of quinones. For instance, see: (a) Thompson, R H. Naturally Occurring Quinones; Academic Press: New York, 1971. (b) Stewart, R. F.; Miller, L. L. J. Am. Chem. Soc. 1980, 102, 4999. (c) Willis, J. P.; Cogins, K. A. Z.; Miller, L. L. J. Org. Chem. 1981, 46, 3215.
69. 9b
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72. 3Si - F.
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76. For examples of palladium-catalyzed exchange reactions between C-X (X = Cl, Br, I) and Si-Si bonds giving C-Si and Si-X bonds, see: (a) Matsumoto, H.; Ohkawa, K.; Matsubara, I.; Kasahara, M.; Arai, T.; Nagai, Y. J. Organomet. Chem. 1984, 264, 29 and references cited therein. (b) Eaborn, C.; Griffiths, R. W.; Pidcock, A. J. Organomet. Chem. 1982, 225, 331 and references cited therein. (c) Yamamoto, K.; Hayashi, A.; Suzuki, S.; Tsuji, J. Organometallics 1987, 6, 974 and references cited therein, (d) Krafft, T. E.; Rich, J. D.; McDermott, P. J. J. Org. Chem. 1990, 55, 5430 and references cited therein.
77. For examples of palladium-catalyzed exchange reactions between C-X (X = Cl, Br, I) and Si-Si bonds giving C-Si and Si-X bonds, see: (a) Matsumoto, H.; Ohkawa, K.; Matsubara, I.; Kasahara, M.; Arai, T.; Nagai, Y. J. Organomet. Chem. 1984, 264, 29 and references cited therein. (b) Eaborn, C.; Griffiths, R. W.; Pidcock, A. J. Organomet. Chem. 1982, 225, 331 and references cited therein. (c) Yamamoto, K.; Hayashi, A.; Suzuki, S.; Tsuji, J. Organometallics 1987, 6, 974 and references cited therein, (d) Krafft, T. E.; Rich, J. D.; McDermott, P. J. J. Org. Chem. 1990, 55, 5430 and references cited therein.
78. For examples of palladium-catalyzed exchange reactions between C-X (X = Cl, Br, I) and Si-Si bonds giving C-Si and Si-X bonds, see: (a) Matsumoto, H.; Ohkawa, K.; Matsubara, I.; Kasahara, M.; Arai, T.; Nagai, Y. J. Organomet. Chem. 1984, 264, 29 and references cited therein. (b) Eaborn, C.; Griffiths, R. W.; Pidcock, A. J. Organomet. Chem. 1982, 225, 331 and references cited therein. (c) Yamamoto, K.; Hayashi, A.; Suzuki, S.; Tsuji, J. Organometallics 1987, 6, 974 and references cited therein, (d) Krafft, T. E.; Rich, J. D.; McDermott, P. J. J. Org. Chem. 1990, 55, 5430 and references cited therein.
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