铁催化硅氢加成反应研究进展
收稿日期: 2014-06-12
修回日期: 2014-07-15
网络出版日期: 2014-07-17
基金资助
国家自然科学基金(No.21303035)、浙江省自然科学基金(No.LY14B030007)资助项目.
Progress in Hydrosilylation Catalyzed with Iron Catalyst
Received date: 2014-06-12
Revised date: 2014-07-15
Online published: 2014-07-17
Supported by
Project supported by the National Natural Science Foundation of China (No.21303035) and the Natural Science Foundation of Zhejiang Province (No.LY14B030007).
徐大鹏 , 肖文军 , 彭家建 , 厉嘉云 , 白赢 . 铁催化硅氢加成反应研究进展[J]. 有机化学, 2014 , 34(11) : 2195 -2201 . DOI: 10.6023/cjoc201406014
Iron catalysts gained great development in hydrosilylation of various types of unsaturated double bond compounds due to their advantages of high raw material abundance, low cost, low toxicity, etc. The applications of iron catalysts are summarized in the hydrosilylation of carbon-carbon double bond, carbon-oxygen double bond and other heteroatomic double bond. The application prospect of iron catalysts in the field of organic silicon chemistry is looked forward.
[1] Xing, S. M.; Wang, Y. L. Organic Silicon Synthesis Technology and Product Application, Chemistry Industry Press, Beijing, 2000, p. 138 (in Chinese).(幸松民, 王一璐, 有机硅合成工艺及产品应用, 化学工业出版社, 北京, 2000, p. 138.)
[2] Junge, K.; Schröder, K.; Beller, M. J. Chem. Commun. 2011, 47, 4849.
[3] Rossiter, K. J. J. Chem. Rev. 1996, 96, 3201.
[4] Dong, H.; Berke, H. Adv. Synth. Catal. 2009, 351, 1783.
[5] Ojima, I.; Kogure, T.; Nagai, Y. Tetrahedron Lett. 1974, 15, 1889.
[6] Brunner, H.; Becker, R.; Riepl, G. Organometallics 1984, 3, 1354.
[7] Igarashi, M.; Fuchikami, T. Tetrahedron Lett. 2001, 42, 1945.
[8] Nishibayashi, Y.; Segawa, K.; Ohe, K.; Uemura, S. Organometallics 1995, 14, 5486.
[9] Chen, T.; Liu, X. G.; Shi, M. Tetrahedron 2007, 63, 4874.
[10] Enders, D.; Gielen, H.; Breuer, K. Tetrahedron: Asymmetry 1997, 8, 3571.
[11] Zhu, G.; Terry, M.; Zhang, X. J. Organomet. Chem. 1997, 547, 97.
[12] Karstedt, B. D. FR 1548775, 1968 [Chem. Abstr. 1969, 71, 91641]
[13] Speier, J. L.; Webster, J. A.; Barnes, G. H. J. Am. Chem. Soc. 1957, 79, 574.
[14] Yun, J.; Buchwald, S. L. J. Am. Chem. Soc. 1999, 121, 5640.
[15] Bette, V.; Mortreux, A.; Savoia, D.; Carpentierc, J. F. Adv. Synth. Catal. 2005, 347, 289.
[16] Gajewy, J.; Kwit, M.; Gawroński, J. Adv. Synth. Catal. 2009, 351, 1055.
[17] Liu, S.; Peng, J. J.; Yang, H.; Li, J. Y.; Bai, Y.; Lai, G. Q. Tetrahedron 2012, 68,1371.
[18] Lawrence, N.; Bushell, S. M. Tetrahedron. Lett. 2000, 41, 4507.
[19] Diez-Gonzalez, S.; Nolan, S. P. Acc. Chem. Res. 2008, 41, 349.
[20] Nishiyama, H.; Furuta, A. Chem. Commun. 2007, 760.
[21] Nesmeyanov, A. N.; Freidlina, R. K.; Chukovskaya, E. C.; Petrova, R. G.; Belyavsky, A. B. Tetrahedron 1962, 17, 61.
[22] Kakiuchi, F.; Tanaka, Y.; Chatani, N.; Murai, S. J. Organomet. Chem. 1993, 456, 45.
[23] Bart, S. C.; Lobkovsky, E.; Chirik, P. J. J. Am. Chem. Soc. 2004, 126, 13794.
[24] Tondreau, A. M.; Atienza, C. C. H.; Weller, K. J.; Nye, S. A.; Lewis, K. M.; Delis, J. G. P.; Chirik, P. J. Science 2012. 335. 567.
[25] Chianese, A. R.; Crabtree, R. H. Organometallics 2005, 24, 4432.
[26] César, V.; Gade, L. H.; Bellemin-Laponnaz, S. Angew. Chem. 2004, 116, 1036.
[27] Tao, B.; Fu, G. C. Angew. Chem. 2002, 114, 4048.
[28] Brunner, H.; Eder, R.; Hammer, B.; Klement, U. J. Organomet. Chem. 1990, 394, 555.
[29] Brunner, H.; Fisch, K. Angew. Chem., Int. Ed. Engl. 1990, 29, 1131.
[30] Shaikh, N. S.; Enthaler, S.; Junge, K.; Beller, M. Angew. Chem., Int. Ed. 2008, 47, 2497.
[31] Hosokawa, S.; Ito, J.; Nishiyama, H. Organometallics 2010, 29, 5773.
[32] Langlotz, B. K.; Wadepohl, H.; Gade, L. H. Angew. Chem., Int. Ed. 2008, 47, 4670.
[33] Inagaki, T.; Ito, A.; Ito, J. I.; Nishiyama, H. Angew. Chem. Int. Ed. 2010, 49, 9384.
[34] Demir, S.; Gökçe, Y.; Kalo?lu, N.; Sortais, J-B.; Darcel, C.; Özdemir, ?. Appl. Organomet. Chem. 2013. 459.
[35] Kandepi, V. V. K. M.; Cardoso, J. M. S.; Peris, E.; Royo, B. Organometallics 2010, 29, 2777.
[36] Furuta, A.; Nishiyama, H. Tetrahedron Lett. 2008, 49, 110.
[37] Tondreau, A. M.; Lobkovsky, E.; Chirik, P. J. Org. Lett. 2008, 10, 2789.
[38] Bézier, D.; Venkanna, G. T.; Misal Castro, L. C.; Zheng, J.; Roisnel, T.; Sortais, J.-B.; Darcel, C. Adv. Synth. Catal. 2012, 354, 1879.
[39] Junge, K.; Wendt, B.; Zhou, S.; Beller, M. Eur. J. Org. Chem. 2013, 2061.
[40] Das, S.; Li, Y.; Junge, K.; Beller, M. Chem. Commun. 2012, 48, 10742.
[41] Li, H.; Misal Castro, L. C.; Zheng, J.; Roisnel, T.; Dorcet, V.; Sortais, J.-B.; Darcel, C. Angew. Chem., Int. Ed. 2013, 52, 8045.
[42] Warratz, S.; Postigo, L.; Royo, B. Organometallics 2013, 32, 893.
[43] Huttner, G.; Gartzke, W. Chem. Ber. 1972, 105, 2714.
[44] Graff, J. L.; Sanner, R. D.; Wrighton, M. Organometallics 1982, 1, 837.
[45] Liu, D. K.; Brinkley, C. G.; Wrighton, M. S. Organometallics 1984, 3, 1449.
[46] Reinhard, G.; Hirle, H.; Schubert, U. J. Organomet. Chem. 1992, 427, 173.
[47] Reinhard, G.; Hide, B.; Schubert, U.; Knorr, M.; Braunstein, P.; Mian, A.; Fischers, J. Inorg. Chem. 1993, 32, 1656.
[48] Pugh, D.; Wells, N. J.; Evans, D. J.; Danopoulos, A. A. Dalton Trans. 2009, 7189.
[49] Brinkley, C. G.; Dewan, J. C.; Wrighton, M. S. Inorg. Chim. Acta 1986, 121, 119.
[50] Langer, R.; Diskin-Posner, Y.; Leitus, G.; Shimon, L. J. W.; Ben-David, Y.; Milstein, D. Angew. Chem., Int. Ed. 2011, 50, 9948.
[51] Danopoulos, A. A.; Pugh, D.; Smith, H.; Saßmannshausen, J. Chem. Eur. J. 2009, 15, 5491.
[52] (a) Zhou, S.; Junge, K.; Addis, D.; Das, S.; Beller, M. Angew. Chem., Int. Ed. 2009, 48, 9507.(b) Sunada, Y.; Kawakami, H.; Imaoka, T.; Motoyama, Y.; Nagashima, H. Angew. Chem., Int. Ed. 2009, 48, 9511.(c) Tsutsumi, H.; Sunada, Y.; Nagashima, H. Chem. Commum. 2011, 47, 6581.
[53] Zier, D. B.; Venkanna, G. T.; Sortais, J.-B.; Darcel, C. ChemCatChem 2011, 3, 1747.
[54] Volkov, A.; Buitrago, E.; Adolfsson, H. Eur. J. Org. Chem. 2013, 2066.
[55] Zhou, S.; Fleischer, S.; Junge, K.; Das, S.; Addis, D.; Beller, M. Angew. Chem., Int. Ed. 2010, 49, 8121.
[56] Misal Castro, L. C.; Sortais, J.-B.; Darcel, C. Chem. Commun. 2012, 48, 151.
[57] Enthaler, S. ChemCatChem 2011, 3, 666.
[58] Cardoso, J. M. S.; Royo, B. Chem. Commun. 2012, 48, 4944.
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