[(Piperidinomethyl)silylmethyl] cyclopalladated complexes: Their synthesis, reactivity, and solid state structures

Organometallics

Volumn 23, Issue 13, 2004, Pages 3228-3238

  Schildbach, Daniel ^a   Arroyo, Marta ^b   Lehmen, Klaus ^a   Martín Barrios, Susana ^b   Sierra, Luisa ^b   Villafañe, Fernando ^b   Strohmann, Carsten ^a  

^a UNIVERSITY OF WÜRZBURG   (Germany)

^b UNIVERSITY OF VALLADOLID   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; COMPLEXATION; CRYSTAL STRUCTURE; DIMERS; HYDROGEN; ISOMERS; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION KINETICS; STOICHIOMETRY; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL); X RAY DIFFRACTION ANALYSIS;

LIGANDS; METATHESIS REACTIONS; SOLID STATE STRUCTURES; STEREOGENIC CENTRES;

PALLADIUM COMPOUNDS;

EID: 3042782715     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om040028+     Document Type: Article

References (97)

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14. For examples see: (a) Ryabov, A. D. Synthesis 1985, 233. (b) Newkome, G. R.; Puckett, W. E.; Gupta, V. K.; Kiefer, G. E. Chem. Rev. 1986, 86, 451. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403. (d) Pfeffer, M. Pure Appl. Chem. 1992, 64, 335. (e) Wild, S. B. Coord. Chem. Rev. 1997, 166, 291. (f) Steenwinkel, P.; Gossage, R. A.; van Koten, G. Chem. Eur. J. 1998, 4, 759. (g) Herrmann, W. A.; Blöhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23. (h) Rybtsohinski, B.; Milstein, D. Angew. Chem., Int. Ed. 1999, 38, 870. (i) Espinet, P.; Esteruelas, M. A.; Oro, L. A.; Serrano, J. L.; Sola, E. Coord. Chem. Rev. 1992, 117, 215. (j) Navarro-Ranninger, C.; López-Solera, I.; González, V. M.; Pérez, J. M.; Álvarez-Valdés, A.; Martín, A.; Raithby, P.; Masaguer, J. R.; Alonso, C. Inorg. Chem. 1996, 35, 5181. (k) Gianini, M.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1997, 36, 6094. (l) Albert, J.; Cadena, J. M.; Granell, J.; Muller, G.; Ordinas, J. I.; Panyella, D.; Puerta, C.; Sañudo, C.; Valerga, P. Organometallics 1999, 18, 3511. He, G.; Mok, K. F.; Leung, P.-H. Organometallics 1999, 18, 4027. (n) Vicente, J.; Saura-Llamas, I.; Turpín, J.; Ramírez de Arellano, M. C.; Jones, P. G. Organometallics 1999, 18, 2683. (o) Zhao, G.; Yang, Q.-C.; Mak, T. C. W. Organometallics 1999, 18, 3623. (p) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917.
15. For examples see: (a) Ryabov, A. D. Synthesis 1985, 233. (b) Newkome, G. R.; Puckett, W. E.; Gupta, V. K.; Kiefer, G. E. Chem. Rev. 1986, 86, 451. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403. (d) Pfeffer, M. Pure Appl. Chem. 1992, 64, 335. (e) Wild, S. B. Coord. Chem. Rev. 1997, 166, 291. (f) Steenwinkel, P.; Gossage, R. A.; van Koten, G. Chem. Eur. J. 1998, 4, 759. (g) Herrmann, W. A.; Blöhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23. (h) Rybtsohinski, B.; Milstein, D. Angew. Chem., Int. Ed. 1999, 38, 870. (i) Espinet, P.; Esteruelas, M. A.; Oro, L. A.; Serrano, J. L.; Sola, E. Coord. Chem. Rev. 1992, 117, 215. (j) Navarro-Ranninger, C.; López-Solera, I.; González, V. M.; Pérez, J. M.; Álvarez-Valdés, A.; Martín, A.; Raithby, P.; Masaguer, J. R.; Alonso, C. Inorg. Chem. 1996, 35, 5181. (k) Gianini, M.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1997, 36, 6094. (l) Albert, J.; Cadena, J. M.; Granell, J.; Muller, G.; Ordinas, J. I.; Panyella, D.; Puerta, C.; Sañudo, C.; Valerga, P. Organometallics 1999, 18, 3511. He, G.; Mok, K. F.; Leung, P.-H. Organometallics 1999, 18, 4027. (n) Vicente, J.; Saura-Llamas, I.; Turpín, J.; Ramírez de Arellano, M. C.; Jones, P. G. Organometallics 1999, 18, 2683. (o) Zhao, G.; Yang, Q.-C.; Mak, T. C. W. Organometallics 1999, 18, 3623. (p) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917.
16. For examples see: (a) Ryabov, A. D. Synthesis 1985, 233. (b) Newkome, G. R.; Puckett, W. E.; Gupta, V. K.; Kiefer, G. E. Chem. Rev. 1986, 86, 451. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403. (d) Pfeffer, M. Pure Appl. Chem. 1992, 64, 335. (e) Wild, S. B. Coord. Chem. Rev. 1997, 166, 291. (f) Steenwinkel, P.; Gossage, R. A.; van Koten, G. Chem. Eur. J. 1998, 4, 759. (g) Herrmann, W. A.; Blöhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23. (h) Rybtsohinski, B.; Milstein, D. Angew. Chem., Int. Ed. 1999, 38, 870. (i) Espinet, P.; Esteruelas, M. A.; Oro, L. A.; Serrano, J. L.; Sola, E. Coord. Chem. Rev. 1992, 117, 215. (j) Navarro-Ranninger, C.; López-Solera, I.; González, V. M.; Pérez, J. M.; Álvarez-Valdés, A.; Martín, A.; Raithby, P.; Masaguer, J. R.; Alonso, C. Inorg. Chem. 1996, 35, 5181. (k) Gianini, M.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1997, 36, 6094. (l) Albert, J.; Cadena, J. M.; Granell, J.; Muller, G.; Ordinas, J. I.; Panyella, D.; Puerta, C.; Sañudo, C.; Valerga, P. Organometallics 1999, 18, 3511. He, G.; Mok, K. F.; Leung, P.-H. Organometallics 1999, 18, 4027. (n) Vicente, J.; Saura-Llamas, I.; Turpín, J.; Ramírez de Arellano, M. C.; Jones, P. G. Organometallics 1999, 18, 2683. (o) Zhao, G.; Yang, Q.-C.; Mak, T. C. W. Organometallics 1999, 18, 3623. (p) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917.
17. For examples see: (a) Ryabov, A. D. Synthesis 1985, 233. (b) Newkome, G. R.; Puckett, W. E.; Gupta, V. K.; Kiefer, G. E. Chem. Rev. 1986, 86, 451. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403. (d) Pfeffer, M. Pure Appl. Chem. 1992, 64, 335. (e) Wild, S. B. Coord. Chem. Rev. 1997, 166, 291. (f) Steenwinkel, P.; Gossage, R. A.; van Koten, G. Chem. Eur. J. 1998, 4, 759. (g) Herrmann, W. A.; Blöhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23. (h) Rybtsohinski, B.; Milstein, D. Angew. Chem., Int. Ed. 1999, 38, 870. (i) Espinet, P.; Esteruelas, M. A.; Oro, L. A.; Serrano, J. L.; Sola, E. Coord. Chem. Rev. 1992, 117, 215. (j) Navarro-Ranninger, C.; López-Solera, I.; González, V. M.; Pérez, J. M.; Álvarez-Valdés, A.; Martín, A.; Raithby, P.; Masaguer, J. R.; Alonso, C. Inorg. Chem. 1996, 35, 5181. (k) Gianini, M.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1997, 36, 6094. (l) Albert, J.; Cadena, J. M.; Granell, J.; Muller, G.; Ordinas, J. I.; Panyella, D.; Puerta, C.; Sañudo, C.; Valerga, P. Organometallics 1999, 18, 3511. He, G.; Mok, K. F.; Leung, P.-H. Organometallics 1999, 18, 4027. (n) Vicente, J.; Saura-Llamas, I.; Turpín, J.; Ramírez de Arellano, M. C.; Jones, P. G. Organometallics 1999, 18, 2683. (o) Zhao, G.; Yang, Q.-C.; Mak, T. C. W. Organometallics 1999, 18, 3623. (p) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917.
18. For examples see: (a) Ryabov, A. D. Synthesis 1985, 233. (b) Newkome, G. R.; Puckett, W. E.; Gupta, V. K.; Kiefer, G. E. Chem. Rev. 1986, 86, 451. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403. (d) Pfeffer, M. Pure Appl. Chem. 1992, 64, 335. (e) Wild, S. B. Coord. Chem. Rev. 1997, 166, 291. (f) Steenwinkel, P.; Gossage, R. A.; van Koten, G. Chem. Eur. J. 1998, 4, 759. (g) Herrmann, W. A.; Blöhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23. (h) Rybtsohinski, B.; Milstein, D. Angew. Chem., Int. Ed. 1999, 38, 870. (i) Espinet, P.; Esteruelas, M. A.; Oro, L. A.; Serrano, J. L.; Sola, E. Coord. Chem. Rev. 1992, 117, 215. (j) Navarro-Ranninger, C.; López-Solera, I.; González, V. M.; Pérez, J. M.; Álvarez-Valdés, A.; Martín, A.; Raithby, P.; Masaguer, J. R.; Alonso, C. Inorg. Chem. 1996, 35, 5181. (k) Gianini, M.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1997, 36, 6094. (l) Albert, J.; Cadena, J. M.; Granell, J.; Muller, G.; Ordinas, J. I.; Panyella, D.; Puerta, C.; Sañudo, C.; Valerga, P. Organometallics 1999, 18, 3511. He, G.; Mok, K. F.; Leung, P.-H. Organometallics 1999, 18, 4027. (n) Vicente, J.; Saura-Llamas, I.; Turpín, J.; Ramírez de Arellano, M. C.; Jones, P. G. Organometallics 1999, 18, 2683. (o) Zhao, G.; Yang, Q.-C.; Mak, T. C. W. Organometallics 1999, 18, 3623. (p) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917.
19. For examples see: (a) Ryabov, A. D. Synthesis 1985, 233. (b) Newkome, G. R.; Puckett, W. E.; Gupta, V. K.; Kiefer, G. E. Chem. Rev. 1986, 86, 451. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403. (d) Pfeffer, M. Pure Appl. Chem. 1992, 64, 335. (e) Wild, S. B. Coord. Chem. Rev. 1997, 166, 291. (f) Steenwinkel, P.; Gossage, R. A.; van Koten, G. Chem. Eur. J. 1998, 4, 759. (g) Herrmann, W. A.; Blöhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23. (h) Rybtsohinski, B.; Milstein, D. Angew. Chem., Int. Ed. 1999, 38, 870. (i) Espinet, P.; Esteruelas, M. A.; Oro, L. A.; Serrano, J. L.; Sola, E. Coord. Chem. Rev. 1992, 117, 215. (j) Navarro-Ranninger, C.; López-Solera, I.; González, V. M.; Pérez, J. M.; Álvarez-Valdés, A.; Martín, A.; Raithby, P.; Masaguer, J. R.; Alonso, C. Inorg. Chem. 1996, 35, 5181. (k) Gianini, M.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1997, 36, 6094. (l) Albert, J.; Cadena, J. M.; Granell, J.; Muller, G.; Ordinas, J. I.; Panyella, D.; Puerta, C.; Sañudo, C.; Valerga, P. Organometallics 1999, 18, 3511. He, G.; Mok, K. F.; Leung, P.-H. Organometallics 1999, 18, 4027. (n) Vicente, J.; Saura-Llamas, I.; Turpín, J.; Ramírez de Arellano, M. C.; Jones, P. G. Organometallics 1999, 18, 2683. (o) Zhao, G.; Yang, Q.-C.; Mak, T. C. W. Organometallics 1999, 18, 3623. (p) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917.
20. For examples see: (a) Ryabov, A. D. Synthesis 1985, 233. (b) Newkome, G. R.; Puckett, W. E.; Gupta, V. K.; Kiefer, G. E. Chem. Rev. 1986, 86, 451. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403. (d) Pfeffer, M. Pure Appl. Chem. 1992, 64, 335. (e) Wild, S. B. Coord. Chem. Rev. 1997, 166, 291. (f) Steenwinkel, P.; Gossage, R. A.; van Koten, G. Chem. Eur. J. 1998, 4, 759. (g) Herrmann, W. A.; Blöhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23. (h) Rybtsohinski, B.; Milstein, D. Angew. Chem., Int. Ed. 1999, 38, 870. (i) Espinet, P.; Esteruelas, M. A.; Oro, L. A.; Serrano, J. L.; Sola, E. Coord. Chem. Rev. 1992, 117, 215. (j) Navarro-Ranninger, C.; López-Solera, I.; González, V. M.; Pérez, J. M.; Álvarez-Valdés, A.; Martín, A.; Raithby, P.; Masaguer, J. R.; Alonso, C. Inorg. Chem. 1996, 35, 5181. (k) Gianini, M.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1997, 36, 6094. (l) Albert, J.; Cadena, J. M.; Granell, J.; Muller, G.; Ordinas, J. I.; Panyella, D.; Puerta, C.; Sañudo, C.; Valerga, P. Organometallics 1999, 18, 3511. He, G.; Mok, K. F.; Leung, P.-H. Organometallics 1999, 18, 4027. (n) Vicente, J.; Saura-Llamas, I.; Turpín, J.; Ramírez de Arellano, M. C.; Jones, P. G. Organometallics 1999, 18, 2683. (o) Zhao, G.; Yang, Q.-C.; Mak, T. C. W. Organometallics 1999, 18, 3623. (p) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917.
21. For examples see: (a) Ryabov, A. D. Synthesis 1985, 233. (b) Newkome, G. R.; Puckett, W. E.; Gupta, V. K.; Kiefer, G. E. Chem. Rev. 1986, 86, 451. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403. (d) Pfeffer, M. Pure Appl. Chem. 1992, 64, 335. (e) Wild, S. B. Coord. Chem. Rev. 1997, 166, 291. (f) Steenwinkel, P.; Gossage, R. A.; van Koten, G. Chem. Eur. J. 1998, 4, 759. (g) Herrmann, W. A.; Blöhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23. (h) Rybtsohinski, B.; Milstein, D. Angew. Chem., Int. Ed. 1999, 38, 870. (i) Espinet, P.; Esteruelas, M. A.; Oro, L. A.; Serrano, J. L.; Sola, E. Coord. Chem. Rev. 1992, 117, 215. (j) Navarro-Ranninger, C.; López-Solera, I.; González, V. M.; Pérez, J. M.; Álvarez-Valdés, A.; Martín, A.; Raithby, P.; Masaguer, J. R.; Alonso, C. Inorg. Chem. 1996, 35, 5181. (k) Gianini, M.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1997, 36, 6094. (l) Albert, J.; Cadena, J. M.; Granell, J.; Muller, G.; Ordinas, J. I.; Panyella, D.; Puerta, C.; Sañudo, C.; Valerga, P. Organometallics 1999, 18, 3511. He, G.; Mok, K. F.; Leung, P.-H. Organometallics 1999, 18, 4027. (n) Vicente, J.; Saura-Llamas, I.; Turpín, J.; Ramírez de Arellano, M. C.; Jones, P. G. Organometallics 1999, 18, 2683. (o) Zhao, G.; Yang, Q.-C.; Mak, T. C. W. Organometallics 1999, 18, 3623. (p) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917.
22. For examples see: (a) Ryabov, A. D. Synthesis 1985, 233. (b) Newkome, G. R.; Puckett, W. E.; Gupta, V. K.; Kiefer, G. E. Chem. Rev. 1986, 86, 451. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403. (d) Pfeffer, M. Pure Appl. Chem. 1992, 64, 335. (e) Wild, S. B. Coord. Chem. Rev. 1997, 166, 291. (f) Steenwinkel, P.; Gossage, R. A.; van Koten, G. Chem. Eur. J. 1998, 4, 759. (g) Herrmann, W. A.; Blöhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23. (h) Rybtsohinski, B.; Milstein, D. Angew. Chem., Int. Ed. 1999, 38, 870. (i) Espinet, P.; Esteruelas, M. A.; Oro, L. A.; Serrano, J. L.; Sola, E. Coord. Chem. Rev. 1992, 117, 215. (j) Navarro-Ranninger, C.; López-Solera, I.; González, V. M.; Pérez, J. M.; Álvarez-Valdés, A.; Martín, A.; Raithby, P.; Masaguer, J. R.; Alonso, C. Inorg. Chem. 1996, 35, 5181. (k) Gianini, M.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1997, 36, 6094. (l) Albert, J.; Cadena, J. M.; Granell, J.; Muller, G.; Ordinas, J. I.; Panyella, D.; Puerta, C.; Sañudo, C.; Valerga, P. Organometallics 1999, 18, 3511. He, G.; Mok, K. F.; Leung, P.-H. Organometallics 1999, 18, 4027. (n) Vicente, J.; Saura-Llamas, I.; Turpín, J.; Ramírez de Arellano, M. C.; Jones, P. G. Organometallics 1999, 18, 2683. (o) Zhao, G.; Yang, Q.-C.; Mak, T. C. W. Organometallics 1999, 18, 3623. (p) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917.
23. For examples see: (a) Ryabov, A. D. Synthesis 1985, 233. (b) Newkome, G. R.; Puckett, W. E.; Gupta, V. K.; Kiefer, G. E. Chem. Rev. 1986, 86, 451. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403. (d) Pfeffer, M. Pure Appl. Chem. 1992, 64, 335. (e) Wild, S. B. Coord. Chem. Rev. 1997, 166, 291. (f) Steenwinkel, P.; Gossage, R. A.; van Koten, G. Chem. Eur. J. 1998, 4, 759. (g) Herrmann, W. A.; Blöhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23. (h) Rybtsohinski, B.; Milstein, D. Angew. Chem., Int. Ed. 1999, 38, 870. (i) Espinet, P.; Esteruelas, M. A.; Oro, L. A.; Serrano, J. L.; Sola, E. Coord. Chem. Rev. 1992, 117, 215. (j) Navarro-Ranninger, C.; López-Solera, I.; González, V. M.; Pérez, J. M.; Álvarez-Valdés, A.; Martín, A.; Raithby, P.; Masaguer, J. R.; Alonso, C. Inorg. Chem. 1996, 35, 5181. (k) Gianini, M.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1997, 36, 6094. (l) Albert, J.; Cadena, J. M.; Granell, J.; Muller, G.; Ordinas, J. I.; Panyella, D.; Puerta, C.; Sañudo, C.; Valerga, P. Organometallics 1999, 18, 3511. He, G.; Mok, K. F.; Leung, P.-H. Organometallics 1999, 18, 4027. (n) Vicente, J.; Saura-Llamas, I.; Turpín, J.; Ramírez de Arellano, M. C.; Jones, P. G. Organometallics 1999, 18, 2683. (o) Zhao, G.; Yang, Q.-C.; Mak, T. C. W. Organometallics 1999, 18, 3623. (p) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917.
24. For examples see: (a) Ryabov, A. D. Synthesis 1985, 233. (b) Newkome, G. R.; Puckett, W. E.; Gupta, V. K.; Kiefer, G. E. Chem. Rev. 1986, 86, 451. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403. (d) Pfeffer, M. Pure Appl. Chem. 1992, 64, 335. (e) Wild, S. B. Coord. Chem. Rev. 1997, 166, 291. (f) Steenwinkel, P.; Gossage, R. A.; van Koten, G. Chem. Eur. J. 1998, 4, 759. (g) Herrmann, W. A.; Blöhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23. (h) Rybtsohinski, B.; Milstein, D. Angew. Chem., Int. Ed. 1999, 38, 870. (i) Espinet, P.; Esteruelas, M. A.; Oro, L. A.; Serrano, J. L.; Sola, E. Coord. Chem. Rev. 1992, 117, 215. (j) Navarro-Ranninger, C.; López-Solera, I.; González, V. M.; Pérez, J. M.; Álvarez-Valdés, A.; Martín, A.; Raithby, P.; Masaguer, J. R.; Alonso, C. Inorg. Chem. 1996, 35, 5181. (k) Gianini, M.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1997, 36, 6094. (l) Albert, J.; Cadena, J. M.; Granell, J.; Muller, G.; Ordinas, J. I.; Panyella, D.; Puerta, C.; Sañudo, C.; Valerga, P. Organometallics 1999, 18, 3511. He, G.; Mok, K. F.; Leung, P.-H. Organometallics 1999, 18, 4027. (n) Vicente, J.; Saura-Llamas, I.; Turpín, J.; Ramírez de Arellano, M. C.; Jones, P. G. Organometallics 1999, 18, 2683. (o) Zhao, G.; Yang, Q.-C.; Mak, T. C. W. Organometallics 1999, 18, 3623. (p) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917.
25. For examples see: (a) Ryabov, A. D. Synthesis 1985, 233. (b) Newkome, G. R.; Puckett, W. E.; Gupta, V. K.; Kiefer, G. E. Chem. Rev. 1986, 86, 451. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403. (d) Pfeffer, M. Pure Appl. Chem. 1992, 64, 335. (e) Wild, S. B. Coord. Chem. Rev. 1997, 166, 291. (f) Steenwinkel, P.; Gossage, R. A.; van Koten, G. Chem. Eur. J. 1998, 4, 759. (g) Herrmann, W. A.; Blöhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23. (h) Rybtsohinski, B.; Milstein, D. Angew. Chem., Int. Ed. 1999, 38, 870. (i) Espinet, P.; Esteruelas, M. A.; Oro, L. A.; Serrano, J. L.; Sola, E. Coord. Chem. Rev. 1992, 117, 215. (j) Navarro-Ranninger, C.; López-Solera, I.; González, V. M.; Pérez, J. M.; Álvarez-Valdés, A.; Martín, A.; Raithby, P.; Masaguer, J. R.; Alonso, C. Inorg. Chem. 1996, 35, 5181. (k) Gianini, M.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1997, 36, 6094. (l) Albert, J.; Cadena, J. M.; Granell, J.; Muller, G.; Ordinas, J. I.; Panyella, D.; Puerta, C.; Sañudo, C.; Valerga, P. Organometallics 1999, 18, 3511. He, G.; Mok, K. F.; Leung, P.-H. Organometallics 1999, 18, 4027. (n) Vicente, J.; Saura-Llamas, I.; Turpín, J.; Ramírez de Arellano, M. C.; Jones, P. G. Organometallics 1999, 18, 2683. (o) Zhao, G.; Yang, Q.-C.; Mak, T. C. W. Organometallics 1999, 18, 3623. (p) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917.
26. For examples see: (a) Ryabov, A. D. Synthesis 1985, 233. (b) Newkome, G. R.; Puckett, W. E.; Gupta, V. K.; Kiefer, G. E. Chem. Rev. 1986, 86, 451. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403. (d) Pfeffer, M. Pure Appl. Chem. 1992, 64, 335. (e) Wild, S. B. Coord. Chem. Rev. 1997, 166, 291. (f) Steenwinkel, P.; Gossage, R. A.; van Koten, G. Chem. Eur. J. 1998, 4, 759. (g) Herrmann, W. A.; Blöhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23. (h) Rybtsohinski, B.; Milstein, D. Angew. Chem., Int. Ed. 1999, 38, 870. (i) Espinet, P.; Esteruelas, M. A.; Oro, L. A.; Serrano, J. L.; Sola, E. Coord. Chem. Rev. 1992, 117, 215. (j) Navarro-Ranninger, C.; López-Solera, I.; González, V. M.; Pérez, J. M.; Álvarez-Valdés, A.; Martín, A.; Raithby, P.; Masaguer, J. R.; Alonso, C. Inorg. Chem. 1996, 35, 5181. (k) Gianini, M.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1997, 36, 6094. (l) Albert, J.; Cadena, J. M.; Granell, J.; Muller, G.; Ordinas, J. I.; Panyella, D.; Puerta, C.; Sañudo, C.; Valerga, P. Organometallics 1999, 18, 3511. He, G.; Mok, K. F.; Leung, P.-H. Organometallics 1999, 18, 4027. (n) Vicente, J.; Saura-Llamas, I.; Turpín, J.; Ramírez de Arellano, M. C.; Jones, P. G. Organometallics 1999, 18, 2683. (o) Zhao, G.; Yang, Q.-C.; Mak, T. C. W. Organometallics 1999, 18, 3623. (p) Dupont, J.; Pfeffer, M.; Spencer, J. Eur. J. Inorg. Chem. 2001, 1917.
27. Canty, A. J. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon: Oxford (UK), 1995; Vol. 9, Chapter 5.5.
28. (a) Fuchita, Y.; Nakashima, M.; Hiraki, K.; Kawatani, M. J. Chem. Soc., Dalton Trans. 1988, 785.
29. (b) Eaborn, C.; Hill, M. S.; Hitchcock, P. B.; Smith, J. D. J. Chem. Soc., Chem. Commun. 2000, 691.
30. (c) Itami, K.; Kamei, T.; Yoshida, J. J. Am. Chem. Soc. 2001, 123, 8773.
31. Maassarani, F.; Pfeffer, M.; Le Borgne, G.; Jastrzebski, J. T. B. H.; van Koten, G. Organometallics 1987, 6, 1111, and references therein.
32. Pereira, M. T.; Pfeffer, M.; Rotteveel, M. A. J. Organomet. Chem. 1989, 375, 139.
33. 3]: Other structures with the Pd-C-Si moiety: (e) Buchanan, R. M.; Pierpoint, C. G. Inorg. Chem. 1979, 18, 3608. (f) Maassarani, F.; Pfeffer, M.; Le Borgne, G.; Wehman, E.; van Koten, G. J. Am. Chem. Soc. 1984, 106, 8002. (g) Onitsuka, K.; Segawa, M.; Takahashi, S. Organometallics 1998, 17, 4335. (h) Konze, W. V.; Young, V. G., Jr.; Angelici, R. J. Organometallics 1998, 17, 5275.
34. 3]: Other structures with the Pd-C-Si moiety: (e) Buchanan, R. M.; Pierpoint, C. G. Inorg. Chem. 1979, 18, 3608. (f) Maassarani, F.; Pfeffer, M.; Le Borgne, G.; Wehman, E.; van Koten, G. J. Am. Chem. Soc. 1984, 106, 8002. (g) Onitsuka, K.; Segawa, M.; Takahashi, S. Organometallics 1998, 17, 4335. (h) Konze, W. V.; Young, V. G., Jr.; Angelici, R. J. Organometallics 1998, 17, 5275.
35. 3]: Other structures with the Pd-C-Si moiety: (e) Buchanan, R. M.; Pierpoint, C. G. Inorg. Chem. 1979, 18, 3608. (f) Maassarani, F.; Pfeffer, M.; Le Borgne, G.; Wehman, E.; van Koten, G. J. Am. Chem. Soc. 1984, 106, 8002. (g) Onitsuka, K.; Segawa, M.; Takahashi, S. Organometallics 1998, 17, 4335. (h) Konze, W. V.; Young, V. G., Jr.; Angelici, R. J. Organometallics 1998, 17, 5275.
36. 3]: Other structures with the Pd-C-Si moiety: (e) Buchanan, R. M.; Pierpoint, C. G. Inorg. Chem. 1979, 18, 3608. (f) Maassarani, F.; Pfeffer, M.; Le Borgne, G.; Wehman, E.; van Koten, G. J. Am. Chem. Soc. 1984, 106, 8002. (g) Onitsuka, K.; Segawa, M.; Takahashi, S. Organometallics 1998, 17, 4335. (h) Konze, W. V.; Young, V. G., Jr.; Angelici, R. J. Organometallics 1998, 17, 5275.
37. 3]: Other structures with the Pd-C-Si moiety: (e) Buchanan, R. M.; Pierpoint, C. G. Inorg. Chem. 1979, 18, 3608. (f) Maassarani, F.; Pfeffer, M.; Le Borgne, G.; Wehman, E.; van Koten, G. J. Am. Chem. Soc. 1984, 106, 8002. (g) Onitsuka, K.; Segawa, M.; Takahashi, S. Organometallics 1998, 17, 4335. (h) Konze, W. V.; Young, V. G., Jr.; Angelici, R. J. Organometallics 1998, 17, 5275.
38. 3]: Other structures with the Pd-C-Si moiety: (e) Buchanan, R. M.; Pierpoint, C. G. Inorg. Chem. 1979, 18, 3608. (f) Maassarani, F.; Pfeffer, M.; Le Borgne, G.; Wehman, E.; van Koten, G. J. Am. Chem. Soc. 1984, 106, 8002. (g) Onitsuka, K.; Segawa, M.; Takahashi, S. Organometallics 1998, 17, 4335. (h) Konze, W. V.; Young, V. G., Jr.; Angelici, R. J. Organometallics 1998, 17, 5275.
39. 3]: Other structures with the Pd-C-Si moiety: (e) Buchanan, R. M.; Pierpoint, C. G. Inorg. Chem. 1979, 18, 3608. (f) Maassarani, F.; Pfeffer, M.; Le Borgne, G.; Wehman, E.; van Koten, G. J. Am. Chem. Soc. 1984, 106, 8002. (g) Onitsuka, K.; Segawa, M.; Takahashi, S. Organometallics 1998, 17, 4335. (h) Konze, W. V.; Young, V. G., Jr.; Angelici, R. J. Organometallics 1998, 17, 5275.
40. 3]: Other structures with the Pd-C-Si moiety: (e) Buchanan, R. M.; Pierpoint, C. G. Inorg. Chem. 1979, 18, 3608. (f) Maassarani, F.; Pfeffer, M.; Le Borgne, G.; Wehman, E.; van Koten, G. J. Am. Chem. Soc. 1984, 106, 8002. (g) Onitsuka, K.; Segawa, M.; Takahashi, S. Organometallics 1998, 17, 4335. (h) Konze, W. V.; Young, V. G., Jr.; Angelici, R. J. Organometallics 1998, 17, 5275.
41. Aullón, G.; Ujaque, G.; Lledós, A.; Alvarez, S.; Alemany, P. Inorg. Chem. 1998, 37, 804.
42. (a) Maitlis, P. M.; Espinet, P.; Rusell, M. J. H. In Comprehensive Organometallic Chemistry, Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon: Oxford (UK), 1982; Vol. 6, pp 333-334.
43. (b) Reference 4, pp 271-272.
44. The structures obtained after a search of chloro-bridging complexes in the Cambridge Crystallographic Database showed similar discrepancies in the Pd-Cl distances, which seems to indicate that this feature is not associated with the electronic or steric factors of the cylopalladated ligand.
45. Examples with aliphatic donor atoms: (a) Alyea, E. C.; Dias, S. A.; Ferguson, G.; McAlees, A. J.; McCrindle, R.; Roberts, P. J. J. Am. Chem. Soc. 1977, 99, 4985. (b) Galli, B.; Gasparrini, F.; Mann, B. E.; Maresca, L.; Natile, G.; Manotti-Lanfredi, A. M.; Tiripicchio, A. J. Chem. Soc., Dalton Trans. 1985, 1155. (c) Suggs, J. W.; Lee, K. S. J. Organomet. Chem. 1986, 299, 297. (d) Dupont, J.; Halfen, R. A. P.; Schenato, R.; Berger, A.; Horner, M.; Bortoluzzi, A.; Maichle-Mossmer, C. Polyhedron 1996, 15, 3465. Examples with aromatic donor atoms: (e) Barr, N.; Dyke, S. F.; Smith, G.; Kennard, C. H. L.; McKee, V. J. Organomet. Chem. 1985, 288, 109. (f) Zhao, G.; Wang, Q.-G.; Mak, T. C. W. J. Chem. Soc., Dalton Trans. 1998, 1241.
46. Examples with aliphatic donor atoms: (a) Alyea, E. C.; Dias, S. A.; Ferguson, G.; McAlees, A. J.; McCrindle, R.; Roberts, P. J. J. Am. Chem. Soc. 1977, 99, 4985. (b) Galli, B.; Gasparrini, F.; Mann, B. E.; Maresca, L.; Natile, G.; Manotti-Lanfredi, A. M.; Tiripicchio, A. J. Chem. Soc., Dalton Trans. 1985, 1155. (c) Suggs, J. W.; Lee, K. S. J. Organomet. Chem. 1986, 299, 297. (d) Dupont, J.; Halfen, R. A. P.; Schenato, R.; Berger, A.; Horner, M.; Bortoluzzi, A.; Maichle-Mossmer, C. Polyhedron 1996, 15, 3465. Examples with aromatic donor atoms: (e) Barr, N.; Dyke, S. F.; Smith, G.; Kennard, C. H. L.; McKee, V. J. Organomet. Chem. 1985, 288, 109. (f) Zhao, G.; Wang, Q.-G.; Mak, T. C. W. J. Chem. Soc., Dalton Trans. 1998, 1241.
47. Examples with aliphatic donor atoms: (a) Alyea, E. C.; Dias, S. A.; Ferguson, G.; McAlees, A. J.; McCrindle, R.; Roberts, P. J. J. Am. Chem. Soc. 1977, 99, 4985. (b) Galli, B.; Gasparrini, F.; Mann, B. E.; Maresca, L.; Natile, G.; Manotti-Lanfredi, A. M.; Tiripicchio, A. J. Chem. Soc., Dalton Trans. 1985, 1155. (c) Suggs, J. W.; Lee, K. S. J. Organomet. Chem. 1986, 299, 297. (d) Dupont, J.; Halfen, R. A. P.; Schenato, R.; Berger, A.; Horner, M.; Bortoluzzi, A.; Maichle-Mossmer, C. Polyhedron 1996, 15, 3465. Examples with aromatic donor atoms: (e) Barr, N.; Dyke, S. F.; Smith, G.; Kennard, C. H. L.; McKee, V. J. Organomet. Chem. 1985, 288, 109. (f) Zhao, G.; Wang, Q.-G.; Mak, T. C. W. J. Chem. Soc., Dalton Trans. 1998, 1241.
48. Examples with aliphatic donor atoms: (a) Alyea, E. C.; Dias, S. A.; Ferguson, G.; McAlees, A. J.; McCrindle, R.; Roberts, P. J. J. Am. Chem. Soc. 1977, 99, 4985. (b) Galli, B.; Gasparrini, F.; Mann, B. E.; Maresca, L.; Natile, G.; Manotti-Lanfredi, A. M.; Tiripicchio, A. J. Chem. Soc., Dalton Trans. 1985, 1155. (c) Suggs, J. W.; Lee, K. S. J. Organomet. Chem. 1986, 299, 297. (d) Dupont, J.; Halfen, R. A. P.; Schenato, R.; Berger, A.; Horner, M.; Bortoluzzi, A.; Maichle-Mossmer, C. Polyhedron 1996, 15, 3465. Examples with aromatic donor atoms: (e) Barr, N.; Dyke, S. F.; Smith, G.; Kennard, C. H. L.; McKee, V. J. Organomet. Chem. 1985, 288, 109. (f) Zhao, G.; Wang, Q.-G.; Mak, T. C. W. J. Chem. Soc., Dalton Trans. 1998, 1241.
49. Examples with aliphatic donor atoms: (a) Alyea, E. C.; Dias, S. A.; Ferguson, G.; McAlees, A. J.; McCrindle, R.; Roberts, P. J. J. Am. Chem. Soc. 1977, 99, 4985. (b) Galli, B.; Gasparrini, F.; Mann, B. E.; Maresca, L.; Natile, G.; Manotti-Lanfredi, A. M.; Tiripicchio, A. J. Chem. Soc., Dalton Trans. 1985, 1155. (c) Suggs, J. W.; Lee, K. S. J. Organomet. Chem. 1986, 299, 297. (d) Dupont, J.; Halfen, R. A. P.; Schenato, R.; Berger, A.; Horner, M.; Bortoluzzi, A.; Maichle-Mossmer, C. Polyhedron 1996, 15, 3465. Examples with aromatic donor atoms: (e) Barr, N.; Dyke, S. F.; Smith, G.; Kennard, C. H. L.; McKee, V. J. Organomet. Chem. 1985, 288, 109. (f) Zhao, G.; Wang, Q.-G.; Mak, T. C. W. J. Chem. Soc., Dalton Trans. 1998, 1241.
50. Examples with aliphatic donor atoms: (a) Alyea, E. C.; Dias, S. A.; Ferguson, G.; McAlees, A. J.; McCrindle, R.; Roberts, P. J. J. Am. Chem. Soc. 1977, 99, 4985. (b) Galli, B.; Gasparrini, F.; Mann, B. E.; Maresca, L.; Natile, G.; Manotti-Lanfredi, A. M.; Tiripicchio, A. J. Chem. Soc., Dalton Trans. 1985, 1155. (c) Suggs, J. W.; Lee, K. S. J. Organomet. Chem. 1986, 299, 297. (d) Dupont, J.; Halfen, R. A. P.; Schenato, R.; Berger, A.; Horner, M.; Bortoluzzi, A.; Maichle-Mossmer, C. Polyhedron 1996, 15, 3465. Examples with aromatic donor atoms: (e) Barr, N.; Dyke, S. F.; Smith, G.; Kennard, C. H. L.; McKee, V. J. Organomet. Chem. 1985, 288, 109. (f) Zhao, G.; Wang, Q.-G.; Mak, T. C. W. J. Chem. Soc., Dalton Trans. 1998, 1241.
51. 3 moieties, with Pd-Si distances 3.054-3.371 Å, mean 3.249 Å; and Pd-C-Si angles 99.5-119.2°, mean 109.9°.
52. (a) Mutet, C.; Pfeffer, M. J. Organomet. Chem. 1979, 171, C34.
53. (b) Dehand, J.; Mutet, C.; Pfeffer, M. J. Organomet. Chem. 1981, 209, 255.
54. (c) Weinberg, E. L.; Hunter, B. K.; Baird, M. C. J. Organomet. Chem. 1982, 240, 95.
55. (a) Ladipo, F. T.; Anderson, G. K. Organometallics 1994, 13, 303.
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