• Keine Ergebnisse gefunden

Kapitel I: Cyclopentadienyl-N-silylphosphazene und -N- -N-silylguanidine

5 Literatur

151

152

Hahn, Angew. Chem. 1984, 96, 503-504; Angew. Chem., Int. Ed. Engl. 1984, 23, 522-523.

[44] a) E.D. Brady, S.C. Chmely, K.C. Jayaratne, T.P. Hanusa, V.G. Young, Organometallics 2008, 27, 1612-1616. b) E.D. Brady, T.P. Hanusa, M. Pink, V.G. Young, Inorg. Chem. 2000, 39, 6028-6037. c) N. Leyser, K.

Schmidt, H.-H. Brintzinger, Organometallics 1998, 17, 2155-2161. d) D. Fischer, F. Langhauser, G. Schweier, H.-H. Brintzinger, N. Leyser, US 5883277, 1999.

[45] a) G.K. Anderson, M. Lin, Organometallics 1988, 7, 2285-2288. b) J.H. Shin, B.M. Bridgewater, G. Parkin, Organometallics 2000, 19, 5155-5159.

[46] a) M. Clemance, R.M.G. Roberts, J. Silver, J. Organomet. Chem. 1983, 243, 461-467. b) T.J. Peckham, A.J.

Lough, I. Manners, Organometallics 1999, 18, 1030-1040.

[47] F. Ramirez, S. Levy, J. Org. Chem. 1956, 21, 1333.

[48] K.A. Rufanov, B. Ziemer, M. Hummert, S. Schutte, Eur. J. Inorg. Chem. 2004, 4759-4763.

[49] Z. Hou, Y. Luo, X. Li, J. Organomet. Chem. 2006, 691, 3114-3121.

[50] a) G. Wittig, M. Rieber, Liebigs Ann. Chem. 1949, 562, 177-186. b) H. Schmidbaur, W. Tronich, Chem.

Ber. 1968, 101, 3556-3561. c) H. Schmidbaur, H.J. Füller, Chem. Ber. 1974, 107, 3674-3679.

[51] S. Ford, M. Hofmann, C.P. Morley, J.L. Roberts, M.D. Vaira, Org. Biomol. Chem. 2005, 3, 3990-3995.

[52] R.A. Howie, G.P. McQuillan, D.W. Thompson, G.A. Lock, J. Organomet. Chem. 1986, 303, 213-220.

[53] a) J. Szymoniak, J. Besancon, A. Dormond, C. Moise, J. Org. Chem. 1990, 55, 1429-1432. b) W.-K. Wong, F.L. Chow, H. Chen, B.W. Au-Yeung, R.-J. Wang, T.C.W. Mak, Polyhedron 1990, 9, 2901-2909. c) M.

Visseaux, A. Dormond, M.M. Kubicki, C. Moïse, D. Baudry, M. Ephritikhine, J. Organomet. Chem. 1992, 433, 95-106. d) R. Broussier, E. Bentabet, P. Mellet, O. Blacque, P. Boyer, M.M. Kubicki, B. Gautheron, J.

Organomet. Chem. 2000, 598, 365-373.

[54] C. Lichtenberg, M. Elfferding, L. Finger, J Sundermeyer, J. Organomet. Chem. 2010, 695, 2000-2006.

[55] C. Lichtenberg, M. Elfferding, J. Sundermeyer, Eur. J. Inorg. Chem. 2010, 3117-3124.

[56] C. Lichtenberg, Diplomarbeit, Philipps-Universität Marburg, 2009.

[57] F.F. Pérez-Pla, S. Housseini, J. Palou, C.D. Hall, Int. J. Chem. Kinet. 1997, 29, 561-574.

[58] J.C.J. Bart, J. Chem. Soc. B: Phys. Org. 1969, 350-365.

[59] a) M.J. Burk, J.C. Calabrese, F. Davidson, R.L. Harlow, D.C. Roe, J. Am. Chem. Soc. 1991, 113, 2209-2222. b) J.J. Eisch, Y. Qian, A.L. Rheingold, Eur. J. Inorg. Chem. 2007, 1576-1584.

[60] E.V. Anslyn, E.A. Dougherty, Modern Physical Organic Chemistry. 1 ed.; University Science Books:

Sausalito, 2006, Seite 22.

[61] K.J. Stone, R.D. Little, J. Org. Chem. 1984, 49, 1849-1853.

[62] R.A. Howie, G.P. McQuillan, D.W. Thompson, G.A. Lock, J. Organomet. Chem. 1986, 303, 213-220.

[63] A.R. Petrov, M. Elfferding, J. Möbus, K. Harms, K.A. Rufanov, J. Sundermeyer, Eur. J. Inorg. Chem. 2010, 4157–4165

[64] T.K. Panda, M.T. Gamer, P.W. Roesky, Organometallics 2003, 22, 877-878.

[65] http://www.acros.be/DesktopModules/Acros_Search_Results/Acros_Search_Results.as px

?search_type=CatalogSearch&SearchString=Tetramethylcyclopentadien (27.04.2011; 20:49)

[66] http://www.acros.be/DesktopModules/Acros_Search_Results/Acros_Search_Results.aspx?search_type=

CatalogSearch&SearchString=Cyclopentadien (27.04.2011; 20:57) [67] G.W. Parshall, Inorganic Syntheses 1974, 15, 191-193.

[68] C. Cornelissen, G. Erker, G. Kejr, R. Fröhlich, Organometallics 2005, 24, 214-225.

[69] a) R.E. Cramer, S. Roth, F. Edelmann, M.A. Bruck, K.C. Cohn, J.W. Gilje, Organometallics 1989, 8, 1192-1199. b) R. Fandos, M. Gomez, P. Royo, Organometallics 1989, 8, 1604-1606. c) D.D. Heinrich, R.J. Staples, J.P. Fackler, Inorg. Chim. Acta 1995, 229, 61-75. d) L.E. Lanzer, Inorg. Chem. 1976, 15, 2567-2569. e) S.

Schmidt, J. Sundermeyer, F. Möller, J. Organomet. Chem. 1994, 475, 157-166. f) W.-K.Wong, H. Chen, F.-L.

Chow, Polyhedron 1990, 9, 875-879. g) W.-K. Wong, J. Guan, Q. Shen, L. Zhang, Y. Lin, W.-T. Wong, Polyhedron 1995, 14, 277-283. h) W.-K. Wong, L. Zhang, W.-T. Wong, F. Xue, T.C.W. Mak, Polyhedron 1996, 15, 4593-4597.

[70] R.E. Cramer, M.A. Bruck, J.W. Gilje, Organometallics 1986, 5, 1496-1499.

153

[71] P.J. Bailey, T. Barrett, S. Parsons, J. Organomet. Chem. 2001, 625, 236-244.

[72] M. Said, M. Thornton-Pett, M. Bochmann, Organometallics 2001, 20, 5629-5635.

[73] a) H. Chen, P. Jutzi, W. Leffers, M.M. Olmstead, P.P. Power, Organometallics 1991, 10, 1282-1286. b) R.E. Dinnebier, U. Behrens, F. Olbrich, Organometallics 1997, 16, 3855-3858. c) P. Jutzi, W. Leffers, S. Pohl, W. Saak, Chem. Ber. 1989, 122, 1449-1456.

[74] a) V.V. Kotov, C. Wang, G. Kehr, R. Fröhlich, G. Erker, Organometallics 2007, 26, 6258-6262. b) K.

Kunz, J. Pflug, A. Bertuleit, R. Fröhlich, E. Wegelius, G. Erker, E.-U. Wurthwein, Organometallics 2000, 19, 4208-4216.

[75] R.H. Cox, H.W. Terry, J. Mag. Resonan. 1974, 14, 317-322.

[76] C. Elschenbroich, Organometallchemie, 5. Auflage, Teubner Verlag, S. 44.

[77] H. Schmidbaur, W. Tronich, Chem. Ber. 1968, 101, 3556-3561.

[78] H. Schmidbaur, W. Scharf, H.-J. Füller, Z. Naturforsch. 1977, 32b, 858-862.

[79] H. Schmidbaur, R. Pichl, G. Müller, Angew. Chem. 1986, 98, 572-573; Angew. Chem. Int. Ed. Engl. 1986, 25, 574-575.

[80] X. Li, M. Schopf, J. Stephan, K. Harms, J. Sundermeyer, Organometallics 2002, 21, 2356-2358.

[81] X. Li, J. Stephan, K. Harms, J. Sundermeyer, Organometallics 2004, 23, 3359-3361.

[82] X. Li, H. Sun, K. Harms, J. Sundermeyer, Organometallics 2005, 24, 4699-4701.

[83] H. Schumann, M. Glanz, H. Hemling, F. E. Hahn, Z. Anorg. Allg. Chem. 1995, 621, 341-345.

[84] a) W.T. Klooster, L. Brammer, C.J. Schaverien, P.H.M. Budzelaar, J. Am. Chem. Soc. 1999, 121, 1381-1382; b) H. van der Heijden, C.J. Schaverien, A.G. Orpen, Organometallics 1989, 8, 255 -258; c) H.J. Heeres, A. Meetsma, J. H. Teuben, R. D. Rogers, Organometallics 1989, 8, 2637-2646.

[85] M. Tsutsui, L-B. Chen, D.E. Bergbreiter, J. Am. Chem. Soc. 1982, 104, 855-856.

[86] M. Booij, N.H. Kiers, H.J. Heeres, J.H. Teuben, J. Organomet. Chem. 1989, 364, 79-86.

[87] S.O. Grim, S.A. Sangokoya, J. Chem. Soc., Chem. Commun. 1984, 1599-1600.

[88] P.S. Coan, L.G. Hubert-Pfalzgraf, K.G. Caulton, Inorg. Chem. 1992, 31, 1262-1267.

[89] K.C. Hultzsch, T.P. Spaniol, J. Okuda, Organometallics 1998, 17, 485-488

[90] D.C. Bradley, J.S. Ghotra, F.A. Hart, J. Chem. Soc., Chem. Commun. 1972, 349-350.

[91] a) R.J. Wiacek, C.L.B. Macdonald, J.N. Jones, J.M. Pietryga, A.H. Cowley, Chem. Commun. 2003, 430-431. b) R.J. Wiacek, J.M. Pietryga, J.N. Jones, L.A. Lucille, A.H. Cowley, Chem. Commun. 2003, 2072-2073.

[92] S. Tian, V.M. Arredondo, C.L. Stern, T.J. Marks, Organometallics 1999, 18, 2568-2570.

[93] Y. Mu, W.E. Piers, M.-A. McDonald, M.J. Zaworotko, Can. J. Chem. 1995, 73, 2233-2238.

[94] J.-S. Ryu, T.J. Marks, F.E. McDonald, Org. Lett. 2001, 3, 3091-3094.

[95] S. Tobisch, Chem. Eur. J. 2007, 13, 9127-9136.

[96] a) R.G. Pearson, Survay Progr. Chem. 1969, 5, 1-52. b) R.G. Pearson, Coord. Chem. Rev. 1990, 100, 403-425.

[97] N.K. Hangaly, Diplomarbeit, Philipps-Universität Marburg, 2008.

[98] A.R. Petrov, Dissertation, Philipps-Universität Marburg, 2008.

[99] W.-K. Wong, H. Chen, F.-L. Chow, Polyhedron 1990, 9, 875-879.

[100] O. Thomas, Dissertation, Philipps-Universität Marburg, 2011.

[101] M. Booij, B.J. Deelman, R. Duchateau, D.S. Postma, A. Meetsma, J.H. Teuben, Organometallics 1993, 12, 3531-3540.

[102] W.J. Evans, J.W. Grate, K.R. Levan, I.Bloom, T.T. Peterson, R.J. Doedens, H. Zhang, J.L. Atwood, Inorg.

Chem. 1986, 25, 3614-3619.

[103] W.-X. Zhang, M. Nishiura, T. Mashiko, Z. Hou, Chem. Eur. J. 2008, 14, 2167-2179.

[104] K. Harms, M. Karl, G. Seybert, W. Massa, St. Fau, G. Frenking, K. Dehnicke, Z. Anorg. Allg. Chem. 1999, 625, 2055-2063.

[105] a) M. Booij, N.H. Kiers, H.J. Heeres, J.H. Teuben, J. Organomet. Chem. 1989, 364, 79-86. b) P.S.

Gradeff, F.G. Schreiber, US 4492655, 1985. c) K. Jacob, M. Glanz, K. Tittes, K.-H. Thiele, Z. Anorg. Allg.

Chem. 1988, 556, 170-178. d) U. Baisch, S. Pagano, M. Zeunder, J. Schmedt auf der Günne, O. Oeckler, W.

Schnick, Organometallics 2006, 25, 3027-3033. e) V.F. Quiroga Norambuena, A.J. Heeres, A. Meetsma, J.H.

Teuben, Organometallics 2008, 27, 5672-5683.

[106] http://www.ccdc.cam.ac.uk/products/csd/radii/ (10:47, 12.06.2011).

[107] L. Perrin, L. Maron, O. Eisenstein, M.F. Lappert, New J. Chem. 2003, 27, 121-127.

154

[110] a) R. Anwander, Angew. Chem. Int. Ed. 2004, 43, 2234-2239. b) H. M. Dietrich, R. Anwander, Organometallics 2005, 24, 5767-5771. c) R. Anwander, Angew. Chem. 2007, 119, 3187-3191; Angew. Chem.

Int. Ed. 2007, 46, 3126–3130.

[111] R. Anwander, Chem. Eur. J. 2007, 13, 8784.

[112] W.J. Evans, R. Anwander, Organometallics 1995, 14, 1107-1109.

[113] W.-X. Zhang, M. Nishiura, Z. Hou, J. Am. Chem. Soc., 2005, 127, 16788-16789.

[114] W.-X. Zhang, M. Nishiura, Z. Hou, Chem. Eur. J, 2007, 13, 4037-4051.

[115] J. Zhang, R. Ruan, Z. Shao, R. Cai, L. Weng, X. Zhou, Organometallics 2002, 21, 1420-1424.

[116] W.-X. Zhang, M. Nishiura, Z. Hou, J. Am. Chem. Soc. 2005, 127, 16788-16789.

[117] S. Helmstetter, Bachlorarbeit, Philipps-Universität Marburg, 2009.

[118] J. Zhang, R. Cai, L. Wenig, X. Zhou, J. Organomet. Chem. 2003, 672, 94-99.

[119] J. Zhang, R. Cai, L. Wenig, X. Zhou, Organometallics 2004, 23, 3303-3308.

[120] a) P.J. Shapiro, E. Bunel, W. Schaefer, J.E. Bercaw, Organometallics 1990, 9, 867-869. b) W.E. Piers, P.J.

Shapiro, E.E. Bunel, J.E. Bercaw, Synlett 1990, 74-84.

[121] P.J. Shapiro, W. Donald Cotter, W.P. Schaefer, J.A. Labinger, J.E. Bercaw, J. Am. Chem. Soc. 1994, 116, 4623-4640.

[122] Z. Hou, Y. Wakatsuki, Science of Synthesis 2003, 2, 849-942.

[123] A.A. Trifonov, T.P. Spaniol, J. Okuda, Organometallics 2001, 20, 4869-4874.

[124] S. Arndt, P. Voth, T.P. Spaniol, J. Okuda, Organometallics 2000, 19, 4690-4700.

[125] D. Seyferth, D.E. Welch, J.K. Heeren, J. Am. Chem. Soc. 1963, 85, 642-643.

[126] D. Seyferth, D.E. Welch, J. Organomet. Chem. 1964, 2, 1-7.

[127] D. Seyferth, D.E. Welch, J.K. Heeren, J. K., J. Am. Chem. Soc. 1964, 86, 1100-1105.

[128] W. Tochtermann, Angew. Chem. 1966, 78, 355-375.

[129] R. Huisgen, W. Mack, Chem. Ber. 1960, 93, 332-340.

[130] M. Schlosser, V. Ladenberger, Chem. Ber. 1967, 100, 3877-3892.

[131] H.C. Aspinall, D.C. Bradley, M.B.Hursthouse, K.D. Sales, N.P.C. Walker, B. Hussain, Dalton Trans.

1989, 623-626.

[132] M. Karl, G. Seybert, W. Massa, S. Agarwal, A. Greiner, K. Dehnicke, Z. Anorg. All. Chem. 1999, 625, 1405-1407.

[133] S. Agarwal, C. Mast, S. Anfang, M. Karl, K. Dehnicke, A. Greiner, J. Am. Chem. Soc., Div. Polym. Chem.

1998, 39, 414-415.

[134] D.J. Berg, R.A.L. Gendron, Can. J. Chem. 2000, 78, 454-458.

[135] J. Collin, N. Giuseppone, N. Jaber, A. Domingos, L. Maria, I. Santos, J. Organometal. Chem. 2001, 628, 271-274.

[136] H.-X. Li, M.-L. Cheng, Z.-G. Ren, W.-H. Zhang, J.-P. Lang, Q. Shen, Qi. Inorg. Chem. 2006, 45, 1885-1887.

[137] M.-H. Xie, X.-Y. Liu, S.-W. Wang, L. Liu, Y.-Y. Wu, G.-S. Yang, S.-L. Zhou, E.-H. Sheng, Z.-X. Huang, Chin. J. Chem. 2004, 22, 678-682.

[138] M. Niemeyer, Z. Anorg. Allg. Chem. 2002, 628, 647-657.

[139] K. Nishii, S. Hayano, Y. Tsunokai, JP 2008063300 A, 2008.

[140] M. Karl, G. Seybert, W. Massa, K. Dehnicke, Z. Anorg. Allg. Chem. 1999, 625, 375-376.

[141] A.A. Trifonov, D.M. Lyubov, E.A. Fedorova, G.G. Skvortsov, G.K. Fukin, Y.A. Kurskii, M.N.

Bochkarev, Rus. Chem. Bul., Int. Ed. 2006, 55, 435-441.

[142] C. Meermann, K.W. Törnroos, W. Nerdal, R. Anwander; Angew. Chem. Int. Ed. Engl. 2007, 46, 6508-6513.

[143] J.S. Ghotra, M.B. Hursthouse, A.J.Welch, J. Chem. Soc. Chem. Commun. 1973, 669-670.

[144] E. Kirillov, L. Tuopet, C.W. Lehmkann, A. Razavi, J.-F.Carpentier, Organometallics 2003, 22, 4467-4479.

[145] A.P. Petrov, K.A. Rufanov, N.K. Hangaly, M. Elfferding, K. Harms, J. Sundermeyer, Mendeleev Commun.

2010, 20, 197-199.

155

[146] D. Deng, B. Li, C. Quian, Polyhedron 1990, 9, 1453-1455.

[147] C. Qian, X. Zheng, B. Wang, D. Deng, J. Sun, J. Organomet. Chem. 1994, 466, 101-105.

[148] a) Y. Luo, P. Selvam, Y. Ito, M. Kubo, A. Miyamoto, Inorg. Chem. Commun. 2003, 6, 1243-1245. b) Y.

Luo, P. Selvam, Y. Ito, M. Kubo, A. Miyamoto, J. Organomet. Chem. 2003, 679, 84-92.

[149] a) M.F. Lappert, R. Pearce, J. Chem. Soc., Chem. Commun. 1973, 126-127. b) S. Arndt, P. Voth, T.P.

Spaniol, J. Okuda, Organometallics 2000, 19, 4690-4700. c) M. Mazzeo, M. Lamberti, I. D'Auria, S. Milione, J.C. Peters, C. Pellecchia, J. Polym. Sci., Polym. Chem. 2010, 48, 1374-1382. d) H. Schumann, D.M.M.

Freckmann, S. Dechert, Z. Anorg. Allg.. Chem. 2002, 628, 2422-2426.

[150] K.C. Hultzsch, T.P. Spaniol, J. Okuda, Angew. Chem. 1999, 111, 163-165; Angew. Chem. Int. Ed. Engl.

1999, 38, 227-230.

[151] a) K.C. Hultzsch, P. Voth, K. Beckerle, T.P. Spaniol, J. Okuda, Organometallics 2000, 19, 228-243. b) S.

Arndt, P. Voth, T.P. Spaniol, J. Okuda, Organometallics 2000, 19, 4690-4700. c) M. Nishiura, Z. Hou, Y.

Wakatsuki, T. Yamaki, T. Miyamoto, J. Am. Chem. Soc. 2003, 125, 1184-1185.

[152] H. Schumann, M. Glanz, H. Hemling, J. Organomet. Chem. 1993, 445, C1-C3.

[153] J. Hitzbleck, J. Okuda, Organometallics 2007, 26, 3227-3235.

[154] S.T. Liddle, J. McMaster, J.C. Green, P.L. Arnold, Chem. Commun. 2008, 1747-1749.

[155] H. M. Dietrich, H. Grove, K. W. Törnroos, R. Anwander, J. Am. Chem. Soc. 2006, 128, 9298-9299.

[156] G.R. Giesbrecht, J.C. Gordon, Dalton Trans. 2004, 2387-2393 [157] H. Schumann , J. Muller, J. Organomet. Chem.. 1979, 169, C1.

[158] a) K. Aparna, M. Ferguson, R.G. Cavell, J. Am. Chem. Soc. 2000, 122, 726-727. b) R.G. Cavell , J.

Organomet. Chem. 2001, 617-618, 158-169.

[159] a) T. Cantat, F. Jaroschik, F. Nief, L Ricard, N. Mézailles, P. Le Floch, Chem. Commun. 2005, 5178-5180.

b) T. Cantat, N. Mézailles, A. Auffrant, P. Le Floch, Dalton Trans. 2008, 1957-1972. c) A. Buchard, A.

Auffrant, L. Ricard, X.F. Le Goff, R.H. Platel, C.K. Williams, P. Le Floch, Dalton Trans. 2009, 10219-10222.

[160] a) D.P. Mills, L. Soutar, W. Lewis, A.J. Blake, S.T. Liddle, J. Am. Chem. Soc. 2010, 132, 14379-14381. b) A.J. Wooles, O.J. Cooper, J. McMaster, W. Lewis, A.J. Blake, S.T. Liddle, Organometallics 2010, 29, 2315-2321. c) S.T. Liddle, D.P. Mills, B.M. Gardner, J. McMaster, C. Jones, W.D. Woodul, Inorg. Chem. 2009, 48, 3520-3522.

[161] S. Böttger, Diplomarbeit, Philipps-Universität Marburg, 2011.

[162] D. Robert, P. Voth, T.P. Spaniol, J. Okuda, Eur. J. Inorg. Chem. 2008, 2810-2819.

[163] M.F. Lappert, R. Pearce, J. Chem. Soc., Chem. Commun. 1973, 126.

[164] E.Y.-X. Chen, T.J. Marks, Chem. Rev. 2000, 100, 1391-1434 [165] Z. Hou, Y. Luo, X. Li, J. Organomet. Chem. 2006, 691, 3114-3121.

[166] N.K. Hangaly, laufende Dissertation, Philipps-Universität Marburg.

[167] N. Frank, Bachlorarbeit, Philipps-Universität Marburg, 2010.

[168] S. Li, W. Miao, T. Tang, W. Dong, X. Zhang, D. Cui, Organometallics 2008, 27, 718-725.

[169] D.P. Mills, O.J. Cooper, J. McMaster, W. Lewis, S.T. Liddle, Dalton Trans. 2009, 4547-4555.

156

Kapitel III: Katalytische Anwendungen………156 1 Einleitung ... 157 1.1 Seltenerdmetallkatalysatoren in der ROP von ε-Caprolacton ... 157 1.2 Seltenerdmetallkatalysatoren in der Isoprenpolymerisation ... 159

2 Ergebnisse der ROP von ε-Caprolacton ... 162 3 Ergebnisse der Isoprenpolymerisation ... 167 4 Literatur ... 173

157

Kapitel III: Katalytische Anwendungen