摘要
国内聚丙烯的生产基本上使用传统的Ziegler-Natta催化剂,国外已经使用茂金属催化剂.茂金属催化剂生产的聚丙烯提升了产品性能,市场需求份额逐年增加,国内需要开发茂金属催化剂并拓展工业应用.茂金属催化剂与传统的Ziegler-Natta催化剂相比,结构类型丰富,反应调控能力强,可以催化生成结构多样的聚丙烯.以茂金属催化剂的发展为主线,探讨催化剂结构对反应性能的影响;分析体系中多种因素如温度、压力、催化剂浓度、助剂等对反应活性的调控;讨论催化反应机理.
While the metallocene catalysts were widely used to produce the metallocene polypropylenes(m PP) in other countries,the traditional Ziegler-Natta catalyst has still been dominantly employed for manufacturing the polypropylenes(PP) in our country at current time.The property of the m PP appears more improved than that of the PP produced by the Ziegler-Natta catalyst,and the market demand for the m PP is worldwidely increasing every year.Therefore,it is urgent to develop the metallocene catalysts for the industrial use in domestic companies.The metallocene catalysts are of versatile structures,which are able to show more exact control over the propylene polymerization activity and the polypropylene stereostructures than the Ziegler-Natta catalyst,and thus catalyze to generate new PPs of the diverse structures.This manuscript will give a detailed summary on the metallocene catalysts so far reported.The important factors such as temperature,propylene pressure,catalyst concentration,cocatalyst types and so on will be illustrated,which all have significant influence on the catalytic reaction activity.The reaction mechanism will be discussed as well.
引文
[1]Ziegler, K.; Breil, H.; Holzkamp, E.; Martin, H. DBP No. 973626,1953[Chem. Abstr. 1960, 54, 14794].
[2]Ziegler, K. Angew. Chem. 1955, 67, 541.
[3]Ziegler, K. Angew. Chem. 1964, 76, 545.
[4]Chien, J. C. W. Coordination Polymerization, Academic Press, New York, 1975.
[5]Wilke, G. Angew. Chem., Int. Ed. 2003, 42, 5000.
[6]B?hm, L. L. Angew. Chem., Int. Ed. 2003, 42, 5010.
[7]Natta,G.;Pino,P.;Corradini,P.;Danusso,F.;Mantica,E.;Mazzanti, G.; Moraglio, G. J. Am. Chem. Soc. 1955, 77, 1708.
[8]Natta, G. Angew. Chem. 1956, 68, 869.
[9]Natta,G.;Pino,P.;Mazzanti,G.;Giannini,U.J.Am.Chem.Soc.1957, 79, 2975.
[10]Natta, G.; Pino, P.; Mazzanti, G.; Giannini, U.; Mantica, E.; Peraldo,M. J. Polym. Sci. 1957, 26, 120.
[11]Natta,G.;Pasquon,I.;Zambelli,A.J.Am.Chem.Soc.1962,84,1488.
[12]Natta, G. Angew. Chem. 1964, 76, 553.
[13]Zeng, G. Petrochem. Technol. 2003, 31, 119(in Chinese).(曾国明,石油化工, 2003, 31, 119.)
[14]Wang, J.; Wamg, L. J. Mol. Catal. 2004, 18, 234(in Chinese).(王剑峰,王立,分子催化, 2004, 18, 234.)
[15]Wang, P. Shanghai Chem. Ind. 2005, 30, 25(in Chinese).(王萍,上海化工, 2005, 33, 25.)
[16]Li, Z.; Li, H.; Hu, Y. Chin. Polym. Bull. 2009, 5, 30(in Chinese).(李振昊,李化毅,胡友良,高分子通报, 2009, 5, 30.)
[17]Duan, X.; Xia, X.; Gao, M. Petrochem. Technol. 2010, 39, 834(in Chinese).(段晓芳,夏先知,高明智,石油化工, 2010, 39, 834.)
[18]Liu, W.; Huang, Q.; Yi, J.; Dou, X.; Zhang, M.; Yang, W.; Ma, L.;Li, J.; Wang, H.; Kong, Y.; Sheng, Y.; Zhao, Y. Chin. Polym. Bull.2010, 6, 1(in Chinese).(刘伟娇,黄启谷,义建军,豆秀丽,张明革,杨万泰,马利福,李俊拢,王红丽,孔媛,盛亚平,赵杨峰,高分子通报,2010,6,1.)
[19]Hu, J. Chin. Polym. Bull. 2013, 9, 61(in Chinese).(胡杰,高分子通报, 2013, 9, 61.)
[20]Resconi, L.; Cavallo, L.; Fait, A.; Piemontesi, F. Chem. Rev. 2000,100, 1253.
[21]Coates, G. W. Chem. Rev. 2000, 100, 1223.
[22]Chen, Y.-X.; Marks, T. J. Chem. Rev. 2000, 100, 1391.
[23]Alt, H. G.; K?ppl, A. Chem. Rev. 2000, 100, 1205.
[24]Fink, G.; Steinmetz, B.; Zechlin, J.; Przybyla, C.; Tesche, B. Chem.Rev. 2000, 100, 1377.
[25]Hlatky, G. G. Chem. Rev. 2000, 100, 1347.
[26]Mc Knight, A. L.; Waymouth, R. M. Chem. Rev. 1998, 98, 2587.
[27]Lin, S.; Waymouth, R. M. Acc. Chem. Res. 2002, 35, 765.
[28]Razavi, A.; Thewalt, U. Coord. Chem. Rev. 2006, 250, 155.
[29]Cobzaru, C.; Hild, S.; Boger, A.; Troll, C.; Rieger, B. Coord. Chem.Rev. 2006, 250, 189.
[30]Prashar, S.; Anti?olo, A.; Otero, A. Coord. Chem. Rev. 2006, 250,133.
[31]Dong, J.-Y.; Hu, Y. Coord. Chem. Rev. 2006, 250, 47.
[32]Wang, B. Coord. Chem. Rev. 2006, 250, 242.
[33]Focante,F.;Mercandelli,P.;Sironi,A.;Resconi,L.Coord.Chem.Rev. 2006, 250, 170.
[34]M?hring, P. C.; Coville, N. J. Coord. Chem. Rev. 2006, 250, 18.
[35]Braunschweig,H.;Breitling,F.M.Coord.Chem.Rev.2006,250,2691.
[36]Sinn, H.; Kaminsky, W. Adv. Organomet. Chem. 1980, 18, 99.
[37]Kaminsky,W.;Bark,A.;Spiehl,R.;Moller-Lindenhof,N.;Nieboda, S. In Transition Metals and Organometallics as Catalysts for OlefinPolymerization,Eds.:Kaminsky,W.;Sinn,H.,Springer-Verlag, Berlin, 1988, p. 291.
[38]Kaminsky,W.;Rabe,O.;Schauwienold,A.-M.;Schupfner,G.U.;Hanss, J.; Kopf, J. J. Organomet. Chem. 1995, 497, 181.
[39]Kaminsky, W. Macromol. Chem. Phys. 1996, 197, 3907.
[40]Scheirs, J.; Kaminsky, W. In Metallocene-Based Polyolefins. Preparation, Properties and Techology, Wiley, New York, 1999.
[41]Zhou, Y. Qilu Petrochem. Technol. 1997, 24, 268(in Chinese).(周禹,齐鲁石油化工, 1997, 25, 268.)
[42]Xie, M.; Wu, Q. Chin. Polym. Bull. 1999, 3, 44(in Chinese).(谢美然,伍青,高分子通报, 1999, 3, 44.)
[43]Chen, W.; Guo, Z.; Wang, R.; Jin, Z. Chin. Polym. Bull. 1999, 9, 14(in Chinese).(陈伟,郭子方,王如恩,景振华,高分子通报, 1999, 9, 14.)
[44]Meng, L.; Mao, J.; Zhang, Y.; Yi, J.; Song, Z.; Chen, S.; Wang. K.Chin. Polym. Bull. 2012, 4, 77(in Chinese).(孟令拄,毛静,张宇,义建军,宋昭峥,陈商涛,王科峰,高分子通报, 2012, 4, 77.)
[45]Liu,X.;Zhao,X.;Wang,Y.;Zhang,Z.GuangzhouChem.Ind.2012, 40, 27(in Chinese).(刘星火,赵新涛,王印,张中军,广州化工, 2012, 40, 27.)
[46]Song, S.; Liu, Z.; Zhong, X.; Cai, W.; Liang, S. Chem. Reag. 2016,38, 637(in Chinese).(宋莎,刘振宇,钟向宏,蔡伟,梁胜彪,化学试剂,2016,38,637.)
[47]Huang,B.;Chen,W.MetalloceneCatalystsandThePolyolefins,Chemical Industry, Beijing, 2000(in Chinese).(黄葆同,陈伟,茂金属催化剂及其烯烃聚合物,化学工业出版社,北京, 2000.)
[48]Yamada,K.;Hikosaka,M.;Toda,A.;Yamazaki,S.;Tagashira,K.Macromolecules 2003, 36, 4790.
[49]DeRosa,C.;Auriemma,F.;Vinti,V.;Galimberti,M.Macromolecules 1998, 31, 6206.
[50]Kirillov, E.; Marquet, N.; Razavi, A.; Belia, V.; Hampel, F.; Roisnel,T.;Gladysz,J.A.;Carpentier,J.-F.Organometallics2010,29,5073.
[51]Erker,G.;Aulbach,M.;Knickmeier,M.;Wingbermiihle,D.;Kriiger, C.; Nolte, M.; Werner, S. J. Am. Chem. Soc. 1993, 115, 4590.
[52]Mallin, D. T.; Rausch, M. D.; Lin, Y.-G.; Dong, S.; Chien, J. C. W.J. Am. Chem. Soc. 1990, 112, 2030.
[53]Finze,M.;Reybuck,S.E.;Waymouth,R.M.Macromolecules2003, 36, 9325.
[54]Resconi, L.; Piemontesi, F.; Camurati, I.; Sudmeijer, O.; Nifant’ev,I. E.; Ivchenko, P. V.; Kuz’mina, L. G. J. Am. Chem. Soc. 1998, 120,2308.
[55]Razavi, A.; Thewalt, U. J. Organomet. Chem. 2001, 621, 267.
[56]Kaminsky,W.;Kiilper,K.;Brintzinger,H.-H.;Wild,F.R.W.P.Angew. Chem., Int. Ed. Engl. 1985, 24, 507.
[57]Spaleck, W.; Antberg, M.; Rohrmunn, J.; Winter, A.; Bachmann, B.;Kiprof, P.; Behm, J.; Herrmann, W. A. Angew. Chem., Int. Ed. Engl.1992, 31, 1347.
[58]Reichelt,K.;Parkinson,M.;Resconi,L.Macromol.Chem.Phys.2016, 216, 2415.
[59]Busico,V.;Brita,D.;Caporaso,L.;Cipullo,R.;Vacatello,M.Macromolecules 1997, 30, 3971.
[60]Yoshida,T.;Koga,N.;Morokuma,K.Organometallics1996,15,766.
[61]Arlman, E. J.; Cossee, P. J. Catal. 1964, 3, 89.
[62]Grisi,F.;Longo,P.;Zambelli,A.;Ewen,J.A.J.Mol.Catal.A:Chem. 1999, 140, 225.
[63]Yang,X.;Stern,C.L.;Marks,T.J.J.Am.Chem.Soc.1991,113,3623.
[64]Yang,X.;Stern,C.L.;Marks,T.J.J.Am.Chem.Soc.1994,116,10015.
[65]Theurkauff,G.;Bader,M.;Marquet,N.;Bondon,A.;Roisnel,T.;Guegan, J.-P.; Amar, A.; Boucekkine, A.; Carpentier, J. F.; Kirillov,E. Organometallics 2016, 35, 258.
[66]Roberts, J. A. S.; Chen, M.-C.; Seyam, A. M.; Li, L.; Zuccaccia, C.;Stahl, N. G.; Marks, T. J. J. Am. Chem. Soc. 2007, 129, 12713.
[67]Motta, A.; Fragal?, I. L.; Marks, T. J. J. Am. Chem. Soc. 2007, 129,7327.
[68]Chen, Y.-X.; Metz, M. V.;Li,L.; Stern, C.L.;Marks, T. J. J.Am.Chem. Soc. 1998, 120, 6287.
[69]Chen, E. Y.-X.; Kruper, W. J.; Roof, G.; Wilson, D. R. J. Am. Chem.Soc. 2001, 123, 745.
[70]Kawamura-Kuribayashi,H.;Koga,N.;Morokuma,K.J.Am. Chem. Soc. 1992, 114, 2359.
[71]Weiss,H.;Ehrig,M.;Ahlrichs,R.J.Am.Chem.Soc.1994,116,4919.
[72]Woo, T. K.; Fan, L.; Ziegler, T. Organometallics 1994, 13, 2252.
[73]Yoshida,T.;Koga,N.;Morokuma,K.Organometallics1995,14,746.
[74]Thorshaug, K.; St?vneng, J. A.; Rytter, E.; Ystenes,M. Macromo-lecules 1998, 31, 7149.
[75]Fusco, R.; Longo, L.; Masi, F.; Garbassi, F. Macromolecules 1997,30, 7673.
[76]Fusco,R.;Longo,L.;Proto,A.;Masi,F.;Garbassi,F.Macromol.Rapid Commun. 1998, 19, 257.
[77]Woo, T. K.; Fan, L.; Ziegler, T. Organometallics 1994, 13, 432.
[78]Jordan, R. F.; LaPointe, R. E.; Bradley, P. K.; Baezinger, N. Orga-nometallics 1989, 8, 2892.
[79]Jordan, R. F.; Bradley, P. K.; Baenziger, N. C.; LaPointe, R. J. Am.Chem. Soc. 1990, 112, 1289.
[80]Lohrenz, J. C. W.; Woo, T. K.; Ziegler, T. J. Am. Chem. Soc. 1995,117, 2793.
[81]Krauledat,H.;Brintzinger,H.-H.Angew.Chem.,Int.Ed.Engl.1990, 29, 1412.
[82]Piers, W. E.; Bercaw, J. E. J. Am. Chem. Soc. 1990, 112, 9406.
[83]Karl, J.; Dahlmann, M.; Erker, G.; Bergander, K. J. Am. Chem. Soc.1998, 120, 5643.
[84]Margl, P.; Deng, L.; Ziegler, T. J. Am. Chem. Soc. 1998, 120, 5517.
[85]Blomberg, M. R.; Siegbahn, P. E.; Svensson, M. J. Am. Chem. Soc.1992, 114, 6095.
[86]Siegbahn, P. E. J. Am. Chem. Soc. 1993, 115, 5803.
[87]Kawamura-Kuribayashi,H.;Koga,N.;Morokuma,K.J.Am.Chem. Soc. 1992, 114, 8687.
[88]Cavallo, L.; Corradini, P.; Guerra, G.; Vacatello, M. Polymer 1991,32, 1329.
[89]Sini, G.; Macgregor, S. A.; Eisenstein, O.; Teuben, J. H. Organom-etallics 1994, 13, 1049.
[90]Chadwick, J. C.; Morini, G.; Albizzati, E.; Balbontin, G.; Mingozzi,I.;Cristofori,A.;Sudmeijer,O.;vanKessel,G.M.M.Macromol.Chem. Phys. 1996, 197, 2501.
[91]Tsutsui,T.;Kashiwa,N.;Mizuno,A.Makromol.Chem.,Rapid Commun. 1990, 11, 565.
[92]Kashiwa, N.; Kioka, M. Polym. Mater. Sci. Eng. 1991, 64, 43.
[93]Busico, V.; Cipullo, R.; Chadwick, J. C.; Modder, J. F.; Sudmeijer,O. Macromolecules 1994, 27, 7538.
[94]Jüngling, S.; Mülhaupt, R.; Stehling, U.; Brintzinger, H.-H.; Fischer,D.;Langhauser,F.J.Polym.Sci.A:Polym.Chem.1995,33,1305.
[95]Chadwick,J.C.;vanKessel,G.M.M.;Sudmeijer,O.Macromol.Chem. Phys. 1995, 196, 1431.
[96]Kioka,M.;Mizuno,A.;Tsutsui,T.;Kashiwa,N.InCatalysisin Polymer Synthesis, ACS Symp. Ser. Vol. 496, Eds.:Vandenberg, E.J.;Salamone,J.C.,AmericanChemicalSociety,Washington,DC,1992, p. 72.
[97]Carvill,A.;Tritto,I.;Locatelli,P.;Sacchi,M.C.Macromolecules1997, 30, 7056.
[98]Zambelli, A.; Locatelli, P.; Provasoli, A.; Ferro, D. R. Macromolecules 1980, 13, 267.
[99]Guerra, G.; Longo, P.; Cavallo, L.; Corradini, P.; Resconi, L. J. Am.Chem. Soc. 1997, 119, 4394.
[100]Ferro,D. R.;Zambelli, A.; Provasoli, A.; Locatelli,P.; Rigamonti,E. Macromolecules 1980, 13, 179.
[101]Boyd, R. H.; Breitling, S. M. Macromolecules 1972, 5, 279.
[102]Suter, U. W.; Flory, P. J. Macromolecules 1975, 8, 765.
[103]Cahn, R. S.; Incrold, C. K.; Prelop, V. Angew. Chem., Int. Ed. Engl.1966, 5, 385.
[104]Tonelli, A. E. Macromolecules 1978, 11, 565.
[105]Coleman, B. D.; Fox. T. G. J. Chem. Phvs. 1963, 38. 1065.
[106]Inoue, Y.; Itabashi, Y.; Ch?j?, R.; Doi, Y. Polymer 1984, 25, 1640.
[107]Busico,V.;Caporaso,L.;Cipullo,R.;Landriani,L.;Angelini,G.;Margonelli, A.; Segre, A. L. J. Am. Chem. Soc. 1996, 118, 2105.
[108]Cavallo, L.; Guerra, G. Macromolecules 1996, 29, 2729.
[109]Leclerc,M.K.;Brintzinger,H.H.J.Am.Chem.Soc.1995,117,1651.
[110]Prosenc,M.-H.;Brintzinger,H.-H.Organometallics1997,16,3889.
[111]Nolan, S. P.; Marks, T. J. J. Am. Chem. Soc. 1989, 111, 8538.
[112]Gell, K. I.; Schwartz, J. J. Am. Chem. Soc. 1978, 100, 3246.
[113]Gell,K.I.;Posin,B.;Schwartz,J.;Williams,G.M.J.Am.Chem.Soc. 1982, 104, 1846.
[114]McAlister,D.R.;Erwin,D.K.;Bercaw,J.E.J.Am.Chem.Soc.1978, 100, 5966.
[115]Brintzinger, H.-H. J. Organomet. Chem. 1979, 171, 337.
[116]Wochner,F.;Brintzinger,H.-H.J.Organomet.Chem.1986,309,65-75.
[117]Sperry, C. K.; Bazan, G. C.; Cotter, W. D. J. Am. Chem. Soc. 1999,121, 1513.
[118]Fischer,D.;Jüngling,S.;Mülhaupt,R.Makromol.Chem.,Macromol. Symp. 1993, 66, 191.
[119]Breslow, D. S. US 2924593, 1960.
[120]Reichert, K. H.; Meyer, K. R. Makrom. Chem. 1973, 169, 163.
[121]Long, W. P.; Breslow, D. S. Liebigs Ann. Chem. 1975, 463.
[122]Andresen, A.; Cordes, H. G.; Herwig, H.; Kaminsky, W.; Merk, A.;Mottweiler, R.; Pein, J.; Sinn, H.; Vollmer, H. J. Angew Chem., Int.Ed. Engl. 1976, 15, 630.
[123]Sinn,H.;Kaminsky,W.;Vollmer,H.J.;Woldt,R.Angew.Chem.,Int. Ed. Engl. 1980, 19, 390.
[124]Ewen, J. A. J. Am. Chem. Soc. 1984, 106, 6355.
[125]Summers, L.; Uloth, R. H. J. Am. Chem. Soc. 1954, 76, 2270.
[126]Wild, F. R. W. P.; Zsolnai, L.; Huttner, G.; Brintzinger, H. H. J. Organomet. Chem. 1982, 232, 233.
[127]Wild, R. W. P. F.; Wasicuonek, M.; Huttner, G.; Brintzinger, H. H. J.Organomet. Chem. 1985, 288, 63.
[128]Grossman,R.B.;Doyle,R.A.;Buchwald,S.L.Organometallics1991, 10, 1501.
[129]Castonguay, L. A.; Rappé, A. K. J. Am. Chem. Soc. 1992, 5832.
[130]Hart, J. R.; Rappé, A. K. J. Am. Chem. Soc. 1993, 115, 6159.
[131]Piemontesi,F.;Camurati,I.;Resconi,L.;Balboni,D.;Sironi,A.;Moret, M.; Zeigler, R.; Piccolrovazzi, N. Organometallics 1995, 14,1256.
[132]Boor,J.,Jr.InZiegler-NattaCatalystsandPolymerizations,Academic Press, New York, 1979.
[133]Pino, P.; Mülhaupt, R. Angew. Chem., Int. Ed. Engl. 1980, 19, 857.
[134]Saga, K.; Uozumi, T.; Kishi, N. Macromol. Rapid Commun. 1995,16, 793.
[135]Kaminsky, W. In Catalytic Polymerization of Olefin, Eds.:Keii, T.;Soga, K., Kodanska, Tokyo, 1986, p. 293.
[136]Pino, P.; Cioni, P.; Wei, J. J. Am. Chem. Soc. 1987, 109, 6189.
[137]LoCoco, M. D.; Jordan, R. F. J. Am. Chem. Soc. 2004, 126, 13918.
[138]Diamond,G.M.;Jordan,R.F.;Petersen,J.L.J.Am.Chem.Soc.1996, 118, 8024.
[139]Miyake,G.M.;Mariott,W.R.;Chen,E.Y.-X.J.Am.Chem.Soc.2007, 129, 6724.
[140]Ewen, J. A.; Haspeslagh, L.; Atwood, J. L.; Zhang, H. J. Am. Chem.Soc. 1987, 109, 6544.
[141]Longo, P.; Grassi, A.; Pellecchia, C.; Zambelli, A. Macromolecules1987, 20, 1015.
[142]Ewen, J.A.; Jones, R. L.; Razavi, A.; Ferrara, J.D. J.Am. Chem.Soc. 1988, 110, 6255.
[143]Herrmann, W. A.; Rohrmann, J.; Herdtweck, E.; Spaleck, W.; Winter, A. Angew. Chem., Int. Ed. 1989, 28, 1511.
[144]Erker, G.; Nolte, R.; Tsay, Y.-H.; Kr?ger, C. Angew. Chem., Int. Ed.1989, 28, 628.
[145]Inoue, Y.; Itabashi, Y.; Chujo, R.; Doi, Y. Polymer 1984, 25, 1640.
[146]Farina, M. Top. Stereochem. 1987, 17, 1 and references cited therein.
[147]Kaminsky,W.;Ahlers,A.;M?ller-Lindenhof,N.Angew.Chem.,Int. Ed. 1989, 28, 1216.
[148]Zambelli, A.; Longo, P.; Grassi, A. Macromolecules 1989, 22, 2186.
[149]Roll,W.;Brintzinger,H.-H.;Rieger,B.;Zolk,R.Angew.Chem.,Int. Ed. 1990, 29, 279.
[150]Rieger, B.; Reinmuth, A.; R?ll, W.; Brintzinger, H. H. J. Mol. Catal.1993, 82, 67.
[151]Collins, S.; Gauthier, W. J.; Holden, D. A.; Kuntz, B. A.; Taylor, N.J.; Ward, D. G. Organometallics 1991, 10, 2061.
[152]Chien, J. C. W.; Llinas, G. H.; Rausch, M. D.; Lin, G.-Y.; Winter, H.H. J. Am. Chem. Soc. 1991, 113, 8569.
[153]Chien,J.C.W.;Tsai,W.-M.;Rauscht.M.D.J.Am.Chem.Soc.1991, 113, 8570.
[154]Llinas, G. H.; Chien, J. C. W. Polym. Bull. 1992, 28, 41.
[155]Chien, J. C. W.; Llinas, G. H.; Rausch, M. D.; Lin, Y.-G.; Winter, H.H.; Atwood, J. L.; Bott, S. G. J. Polym. Sci. A:Polym. Chem. 1992,30, 2601.
[156]Sheldon,R.A,;Fueno,T.;Tsunetsugu,T.;Furokawa,J.J.Polym.Sci. 1965, 13, 23.
[157]Llinas, G. H.; Day, R. O.; Rausch, M. D.; Chien, J. C. W. Organometallics 1993, 12, 1283.
[158]Fierro, R.; Chien, J. C. W.; Rausch, M. D. J. Polym. Sci. A:Polym.Chem. 1994, 32, 2817.
[159]Erker, G.; Nolte, R.; Aul, R.; Wilker, S.; Krüger, C.; Noe, R. J. Am.Chem. Soc. 1991, 113, 7594.
[160]Cavallo,L.;Guerra,G.;Vacatello,M.;Corradini,P.Macromolecules 1991, 24, 1784.
[161]Lee, I.-M.; Gauthier, W. J.; Ball, J. M.; Iyengar, B.; Collins, S. Organometallics 1992, 11, 2115.
[162]Brookhart,M.;Green,M.L.H.;Wong,L.Prog.Inorg.Chem.1988, 36, 1.
[163]Riepl, H. M. Ph.D. Dissertation, Technische Universitat Munchen,1992.
[164]Piccolrovazzi,N.;Pino,P.;Consiglio,G.;Sironi,A.;Moret,M.Organometallics 1990, 9, 3098.
[165]Erker, G.; Fritze, C. Angew. Chem., Int. Ed. 1992, 31, 199.
[166]Erker, G.; Temme, B. J. Am. Chem. Soc. 1992, 114, 4004.
[167]Coughlin, E. B.; Bercaw, J. E. J. Am. Chem. Soc. 1992, 114, 7606.
[168]Giardello,M.A.;Eisen,M.S.;Stern,C.L.;Marks,T.J.J.Am.Chem. Soc. 1993, 115, 3326.
[169]Giardello,M.A.;Eisen,M.S.;Stern,C.L.;Marks,T.J.J.Am.Chem. Soc. 1995, 117, 12114.
[170]Knickmeier,M.;Erker,G.;Fox,T.J.Am.Chem.Soc.1996,118,9623.
[171]Mengele,W.;Diebold,J.;Troll,C.;R?ll,W.;Brintzinger,H.-H.Organometallics 1993, 12, 1931.
[172]Herzog, T. A.; Zubris, D. L.; Bercaw, J. E. J. Am. Chem. Soc. 1996,118, 11988.
[173]Razavi, A.; Atwood, J. L. J. Am. Chem. Soc. 1993, 115, 7529.
[174]Spaleck,W.;Kuber,F.;Winter,A.;Rohrmann,J.;Bachmann,B.;Antberg,M.;Dolle,V.;Paulus,E.F.Organometallics1994,13,954.
[175]Sacchi,M.C.;Barsties,E.;Tritto,I.;Locatelli,P.;Brintzinger,H.-H.; Stehling, U. Macromolecules 1997, 30, 3955.
[176]Jüngling, S.; Mülhaupt, R. J. Organomet. Chem. 1995, 497, 27.
[177]Alt,H.G.;Milius,W.;Palackal,S.J.J.Organomet.Chem.1994,472, 113.
[178]Resconi, L.; Fait, A.; Piemontesi, F.; Colonnesi, M.; Rychlicki, H.;Zeigler, R. Macromolecules 1995, 28, 6667.
[179]Chen, Y.-X.; Rausch, M. D.; Chien, J. C. W. Macromolecules 1995,28, 5400.
[180]Chen, Y.-X.; Rausch, M. D.; Chien, J. C. W. J. Organomet. Chem.1995, 497, 1.
[181]Gauthier,W.J.;Corrigan,J.F.;Taylor,N.J.;Collins,S.Macromolecules 1995, 28, 3771.
[182]Gauthier, W. J.; Collins, S. Macromolecules 1995, 28, 3779.
[183]Coleman, B. D.; Fox, T. G. J. Polym. Sci., Part A 1963, 1, 3183.
[184]Babu, G. N.; Newmark, R. A.; Cheng, H. N.; Llinas, G. H.; Chien, J.C. W. Macromolecules 1992, 25, 7400.
[185]Cheng, H. N.; Babu, G. N.; Newmark, R. A.; Chien, J. C. W. Macromolecules 1992, 25, 6980.
[186]Pietsch, M. A.; Rappé, A. K. J. Am. Chem. Soc. 1996, 118, 10908.
[187]Fritze,C.;Knickmeier,M.;Erker,G.;Zaegel,F.;Gautheron,B.;Meunier, P.; Paquette, L. A. Organometallics 1995, 14, 5446.
[188]Hauptman,E.;Waymouth,R.M.;Ziller,J.W.J.Am.Chem.Soc.1995, 117, 11586.
[189]Coates, G. W.; Waymouth, R. M. Science 1995, 267, 217.
[190]Miyake,S.;Okumura,Y.;Inazawa,S.Macromolecules1995,28,3074.
[191]Han, T. K.;Woo,B. W.;Park, J. T.; DO, Y.; Ko, Y. S.; Woo, S. I.Macromolecules 1995, 28, 4801.
[192]Hollis,T.K.;Rheingold,A.L.;Robinson,N.P.;Whelan,J.;Bosnich, B. Organometallics 1992, 11, 2812.
[193]Doman, T. N.; Landis, C. R.; Bosnich, B. J. Am. Chem. Soc. 1992,114, 7264.
[194]Hollis, T. K.; Burdett, J. K.; Bosnich, B. Organometallics 1993, 12,3385.
[195]Ellis, W. W.; Hollis, T. K.; Odenkirk, W.; Whelm, J.; Ostrander, R.;Rheingold, A. L.; Bosnich, B. Organometallics 1993, 12, 4391.
[196]Doman,T. N.; Hollis, T. K.; Bosnich, B. J.Am. Chem. Soc. 1995,117, 1352.
[197]Hitchcock, S. R.; Situ, J. J.; Covel, J. A.; Olmstead, M. M.; Nantz,M. H. Organometallics 1995, 14, 3732.
[198]Burk, M. J.; Colletti, S. L.; Halterman, R. L. Organometallics 1991,10, 2998.
[199]Bandy, J. A.; Green, M. L. H.; Gardiner, I. M.; Prout, K. J. Chem.Soc., Dalton Trans. 1991, 2, 207.
[200]Chen, Z.; Halterman, R. L. J. Am. Chem. Soc. 1992, 114, 2276.
[201]Chen, Z.; Halterman, R. L. Organometallics 1994, 13, 3932.
[202]Halterman, R. L.; Ramsey, T. L. Organometallics 1993, 12, 2879.
[203]Colletti, S. L.:Halterman, R. L. Tetrahedron Lett. 1992, 33, 1005.
[204]Nantz,M.H.;Hitchcock,S.R.;Sutton,S.C.;Smith,M.D.Organometallics 1993, 12, 5012.
[205]Mansel,S.;Rief,U.;Prosenc,M.-H.;Kirsten,R.;Brintzinger,H.-H. J. Organomet. Chem. 1996, 512, 225.
[206]Guerra, G.; Cavallo, L.; Moscardi, G.; Vacatello, M.; Corradini, P. J.Am. Chem. Soc. 1994, 116, 2988.
[207]Castonguay,L.A.;Rappé,A.K.J.Am.Chem.Soc.1992,114,5832.
[208]Leino,R.;Luttikhedde,H.J.G.;Wilén,C.-E.;Sillanp??,R.;N?sman, J. H. Organometallics 1996, 15, 2450.
[209]Alt, H. G.; Zenk, R. J. Organomet. Chem. 1996, 512, 51.
[210]Alt,H.G.;Milius,W.;Palackal,S.J.J.Organomet.Chem.1994,47, 2113.
[211]Leino, R.; Luttikhedde, H. J. G.; Lehmus, P.; Wilén, C.-E.; Sj?holm,R.;Lehtonen,A.;Sepp?l?,J.V.;Lancaster,S.J.;N?sman,J.H.Macromolecules 1997, 30, 3477.
[212]Leclerc,M.K.;Brintzinger,H.H.J.Am.Chem.Soc.1996,118,9024.
[213]Deng, H.; Winkelbach, H.; Taeji, K.; Kaminsky, W.; Soga, K. Macromolecules 1996, 29, 6371.
[214]Corradini,P.;Busico,V.;Guerra,G.ComprehensivePolymerScience, Pergamon Press, Oxford, 1988, Vol. 4, p. 29.
[215]Ewen, J. A.; Elder, J. M.; Jones, L. R.; Haspeslagh, L.; Atwood, L.J.;Bott,G.S.;Robinson,K.Macromol.Chem.Macromol.Symp.1991, 48/49, 253.
[216]Bruce,M.D.;Coates,G.W.;Hauptman,E.;Waymouth,R.M.;Ziller, J. W. J. Am. Chem. Soc. 1997, 119, 11174.
[217]Kravchenko,R.;Masood,A.;Waymouth,R.M.Organometallics1997, 16, 3635.
[218]Petoff, J. L. M.; Bruce, M. D.; Waymouth, R. M.; Masood, A.; Lal,T. K.; Quan, R. W.; Behrend, S. J. Organometallics 1997, 16, 5909.
[219]Kravchenko,R.;Masood,A.;Waymouth,R.M.;Myers,C.L.J.Am. Chem. Soc. 1998, 120, 2039.
[220]Ewen, J. A.; Haspeslagh, L.; Elder, M. J.; Atwood, J. L.; Zhang, H.;Cheng,H.N.InTransitionMetalsandOrganometallicsasCatalystsforOlefinPolymerization,Eds.:Kaminsky,W.,Sinn,H.,Springer-Verlag, Berlin, 1988, p. 281.
[221]Spaleck,W.;Antberg,M.;B?hm,L;Rohrman,J.;Lüker,H.EP 399348, 1991.
[222]Spaleck, W.; Antberg, M.; Dolle, V.; Klein, R.; Rohrmann, J.; Winter, A. New J. Chem. 1990, 14, 499.
[223]Schaverien,C.J.;RenéErnst,W.T.;Schut,P.;Sudmeijer,O.;Budzelaar, P. H. M. J. Mol. Catal. A:Chem. 1998, 128, 245.
[224]Ewen, J. A. J. Mol. Catal. A:Chem. 1998, 128, 103.
[225]Ewen,J.A.;Jones,R.L.;Elder,M.J.;Rheingold,A.L.;Liable-Sands, L. M. J. Am. Chem. Soc. 1998, 120, 10786.
[226]Schaverien,C.J.;Ernst,R.;Schut,P.;Skiff,W.M.J.Am.Chem.Soc. 1998, 120, 9945.
[227]Ashe, A. J. III; Fang, X.; Kampf, J. W. Organometallics 1999, 18,2288.
[228]Rufanov, K. A.; Kotov, V.V.; Kazennova, N. B.;Lemenovskii, D.A.; Avtomonov, E. V.; Lorberth, J. J. Organomet. Chem. 1996, 525,287.
[229]Lin, S.; Waymouth, R. M. Macromolecules 1999, 32, 8283.
[230]Reetz, M. T.; Willuhn, M.; Psiorz, C.; Goddar, R. Chem. Commun.1999, 1105.
[231]Starzewski, K. A. O.; Kelly, W. M.; Stumpf, A.; Freitag, D. Angew.Chem., Int. Ed. 1999, 38, 2439.
[232]Camurati,I.;Fait,A.;Piemontesi,F.;Resconi,L.;Tartarini,S.In TransitionMetalCatalysisinMacromolecularDesign,ACSSymposium Series, American Chemical Society, Washington, DC, 2000,760, 174.
[233]Kleinschmidt, R.; Griebenow, Y.; Fink, G. J. Mol. Catal. A:Chem.2000, 157, 83.
[234]Ewen,J.A.;Elder,M.J.;Jones,R.L.;Rheingold,R.L.;Liable-Sands,L.M.;Sommer,R.D.J.Am.Chem.Soc.2001,123,4763.
[235]Leino, R.; Gomez, F. J.; Cole, A. P.; Waymouth, R. M. Macromolecules 2001, 34, 2072.
[236]Kaminsky, W.; Winkelbach, H. Top. Catal. 1999, 7, 61.
[237]Tait, P. J. T.; Ediati, R. In Metalorganic Catalysts for Synthesis and Polymerization, Ed.:Kaminsky, W., Springer-Verlag,Berlin, 1999,p. 307.
[238]Nishida,H.;Uozomi,T.;Arai,T.;Soga,K.Macromol.Rapid Commun. 1995, 16, 821.
[239]Roos, P.; Meier, G. B.; Samson, J. J. C.; Weickert, G.; Westerterp, K.R. Macromol. Rapid Commun. 1997, 18, 319.
[240]Arrowsmith,D.;Kaminsky,W.;Laban,U.W.Macromol.Chem.Phys. 2001, 202, 2161.
[241]Zhu, Y.-B.; Fan,Z.-Q.; Yasin, T.; Feng, L.-X. Chin. J.Polym. Sci.2001, 19, 407.
[242]Alt, H. G. Dalton Trans. 1999, 1703.
[243]Schmidt, R.; Alt, H. G. J. Organomet. Chem. 2001, 621, 304.
[244]Marques,M.deF.V.;Pombo,C.C.;Silva,R.A.;Conte,A.J.Polym. Sci., Part A:Polym. Chem. 2002, 40, 2979.
[245]Wilmes,G.M.;Lin,S.;Waymouth,R.M.Macromolecules2002,35, 5382.
[246]Diehl, S.; Waymouth, R. M. Isr. J. Chem. 2002, 42, 393.
[247]Fan, W.; Waymouth, R. M. Macromolecules 2003, 36, 3010.
[248]Lee, M. H.; Han, Y.; Kim, D.-H.; Hwang, J.-W.; Do, Y. Organometallics 2003, 22, 2790.
[249]Mohammed,M.;Nele,M.;Al-Humydi,A.;Xin,S.;Stapleton,R.A.; Collins, S. J. Am. Chem. Soc. 2003, 125, 7930.
[250]Petoff, J. L. M.; Agoston, T.; Lal, T. K.;Waymouth, R. M.J. Am.Chem. Soc. 1998, 120, 11316.
[251]Razavi, A.; Atwood, J. L. J. Organomet. Chem. 1995, 497, 105.
[252]Chen, E. Y.-X.; Richard, E.; Campbell, J.; Devore, D. D.; Green, D.P.;Link, B.; Soto, J.;Wilson, D. R.; Abboud, K. A. J. Am. Chem.Soc. 2004, 126, 42.
[253]De Rosa, C.; Auriemma, F.; Capua, A. D.; Resconi, L.; Guidotti, S.;Camurati,I.;Nifant’ev,I.E.;Laishevtsev,I.P.J.Am.Chem.Soc.2004, 126, 17040.
[254]De Rosa, C.; Auriemma, F.; de Ballesteros, O. R.; Di Girolamo, R.;Tarallo,O.;Galotto,N.G.Macromol.Chem.Phys.2013,214,1951.
[255]Yasin, T.; Fan, Z.; Feng, L. Polyhedron 2005, 24, 1262.
[256]Iwama, N.; Osano, Y. T. Organometallics 2005, 24, 132.
[257]Losio, S.; Zecchi, G.; Bertini, F.; Sacchi, M. C.; Bertolasi, V.; Polo,E. Macromolecules 2005, 38, 7231.
[258]Kim,S.K.;Kim,H.K.;Lee,M.H.;Yoon,S.W.;Do,Y.Angew.Chem., Int. Ed. 2006, 45, 6163.
[259]Kim, H. K.; Kim, S. K.; Park, J. H.; Yoon, S. W.; Lee, M. H.; Do, Y.Chem. Asian J. 2008, 3, 1912.
[260]Kim,S.K.;Kim,H.K.;Lee,M.H.;Yoon,S.W.;Do,Y.Chem.Eur. J. 2007, 13, 9107.
[261]Kohrt, S.; Kehr, G.; Daniliuc, C. G.; Rojas, R.; Rieger, B.; Troll, C.;Erker, G. Organometallics 2016, 35, 2689.
[262]Yang, X.; Zhang, Y.; Huang, J. Appl. Organomet. Chem. 2006, 20,130.
[263]Lü, C.; Zhang, Y.; Mu, Y. J. Mol. Catal. A:Chem. 2006, 258, 146.
[264]Tynys, A.; Saarinen, T.; Bartke, M.; L?fgren, B. Polymer 2007, 48,1893-1902.
[265]Baar, C. R.; Levy, C. J.; Min, E. Y.-J.; Henling, L. M.; Day, M. W.;Bercaw, J. E. J. Am. Chem. Soc. 2004, 126, 8216.
[266]Min, E. Y.-J.; Byers, J. A.; Bercaw, J. E. Organometallics 2008, 27,2179.
[267]Herzog, T. A.; Zubris, D. L.; Bercaw, J. E. J. Am. Chem. Soc. 1996,118, 11988.
[268]Veghini, D.; Henling, L. M.; Burkhardt, T. J.; Bercaw, J. E. J. Am.Chem. Soc. 1999, 121, 564.
[269]Lu, L.; Fan, H.; Li, B.-G.; Zhu, S. Ind. Eng. Chem. Res. 2009, 48,8349.
[270]Miller, S. A.; Bercaw, J. E. Organometallics 2002, 21, 934.
[271]Miller, S. A.; Bercaw, J. E. Organometallics 2004, 23, 1777.
[272]Alt,H.G.;Zenk,R.;Milius,W.J.Organomet.Chem.1996,514,257.
[273]Alt, H. G.; Zenk, R. J. Organomet. Chem. 1996, 518, 7.
[274]Alt, H. G.; Zenk, R. J. Organomet. Chem. 1996, 526, 295.
[275]Ewen, J. A. Macromol. Symp. 1995, 89, 181.
[276]Shiomura,T.;Kohno,M.;Inoue,N.;Asanuma,T.;Sugimoto,R.;Iwatani,T.;Uchida,O.;Kimura,S.;Harima,S.;Zenkoh,H.;Tanaka, E. Macromol. Symp. 1996, 101, 289.
[277]Nifant’ev, I. E.; Ivchenko, P. V.; Bagrov, V. V.; Okumura, Y.; Elder,M.; Churakov, A. V. Organometallics 2011, 30, 5744.
[278]Kirillov, E.; Marquet, N.; Bader, M.; Razavi, A.; Belia, V.; Hampel,F.; Roisnel, T.; Gladysz, J. A.; Carpentier, J.-F. O. Organometallics2011, 30, 263.
[279]Bader, M.; Marquet, N.; Kirillov, E.; Roisnel, T.; Razavi, A.; Lhost,O.; Carpentier, J.-F. Organometallics 2012, 31, 8375.
[280]Sch?bel, A.; Herdtweck, E.; Parkinson, M.; Rieger, B. Chem.-Eur.J. 2012, 18, 4174.
[281]Nejabat,G.-R.;Nekoomanesh,M.;Arabi,H.;Salehi-Mobarakeh,H.; Zohuri, G.-H.; Omidvar, M.; Miller, S. A. J. Polym. Sci., Part A:Polym. Chem. 2013, 51, 724.
[282]Cai, Z.; Su, H.; Nakayama, Y.; Shiono, T.; Akita, M. J. Organomet.Chem. 2014, 770, 136.
[283]Okuda, J.; Schattenmann, F. J.; Wocadlo, S.; Massa, W. Organometallics 1996, 14, 789.
[284]Hagihara, H.; Shiono, T.; Ikeda, T. Macromolecules 1998, 31, 3184.
[285]Hagihara, H.; Shiono, T.; Ikeda, T. Macromolecules 1997, 30, 4783.
[286]Hasan,T.;Ioku,A.;Nishii,K.;Shiono,T.;Ikeda,T.Macromolecules 2001, 34, 3142.
[287]Shapiro, P. J.; Bunel, E.; Schaefer, W. P.; Bercaw, J. E. Organometallics 1990, 9, 867.
[288]Shapiro,P.J.;Cotter,W.D.;Schaefer,W.P.;Labinger,J.A.;Bercaw, J. E. J. Am. Chem. Soc. 1994, 116, 4623.
[289]Resconi,L.;Focante,F.;Balboni,D.;Nifant'ev,I.;Ivchenko,P.;Bagrov, V. WO 116034, 2007.
[290]Nifant’ev,I.; Ivchenko, P.; Bagrov,V.; Churakov, A.;Mercandelli,P. Organometallics 2012, 31, 4962.
[291]Alt, H. G. Coord. Chem. Rev. 2006, 250, 1.