Intramolecular transmetalation of arylpalladium(II) and arylplatinum(II) complexes with silanes and stannanes

Organometallics

Volumn 17, Issue 17, 1998, Pages 3661-3669

  Mateo, Cristina ^a   Fernández Rivas, Carolina ^a   Cárdenas, Diego J ^a   Echavarren, Antonio M ^a  

^a UNIVERSIDAD AUTÓNOMA DE MADRID   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000160320     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om980157o     Document Type: Article

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39. 2 complexes: (a) Eaborn, C.; Kundu, K.; Pidcock, A. J. Chem. Soc., Dalton Trans. 1981, 933. (b) Weisemann, C.; Brune, H. A. J. Organomet. Chem. 1986, 312, 133. (c) Brune, H. A.; Schmidtberg, G.; Weisemann, C. J. Organomet. Chem. 1989, 371, 121. (d) Weisemann, C.; Schmidtberg, G.; Brune, H. A. J. Organomet. Chem. 1989, 365, 403. (e) Weisemann, C.; Schnudtberg, G.; Brune H. A. J. Organomet. Chem. 1989, 362, 63. (f) Müller, W.-D.; Brune, H. A. Chem. Ber. 1986, 119, 759.
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42. 2 complexes: (a) Eaborn, C.; Kundu, K.; Pidcock, A. J. Chem. Soc., Dalton Trans. 1981, 933. (b) Weisemann, C.; Brune, H. A. J. Organomet. Chem. 1986, 312, 133. (c) Brune, H. A.; Schmidtberg, G.; Weisemann, C. J. Organomet. Chem. 1989, 371, 121. (d) Weisemann, C.; Schmidtberg, G.; Brune, H. A. J. Organomet. Chem. 1989, 365, 403. (e) Weisemann, C.; Schnudtberg, G.; Brune H. A. J. Organomet. Chem. 1989, 362, 63. (f) Müller, W.-D.; Brune, H. A. Chem. Ber. 1986, 119, 759.
43. 2 complexes: (a) Eaborn, C.; Kundu, K.; Pidcock, A. J. Chem. Soc., Dalton Trans. 1981, 933. (b) Weisemann, C.; Brune, H. A. J. Organomet. Chem. 1986, 312, 133. (c) Brune, H. A.; Schmidtberg, G.; Weisemann, C. J. Organomet. Chem. 1989, 371, 121. (d) Weisemann, C.; Schmidtberg, G.; Brune, H. A. J. Organomet. Chem. 1989, 365, 403. (e) Weisemann, C.; Schnudtberg, G.; Brune H. A. J. Organomet. Chem. 1989, 362, 63. (f) Müller, W.-D.; Brune, H. A. Chem. Ber. 1986, 119, 759.
44. Transmetalation of hypercoordinated aryltrialkylsilanes and -stannanes with Pd(II) and Pt(II) complexes: Steenwinkel, P.; Jastrzebski, J. T. B. H.; Deelman, B.-J.; Grove D. M.; Kooijman, H.; Veldman, N.; Smeets, W. J. J.; Spek, A. L.; van Koten, G. Organometallics 1997, 16, 5486 and references therein.
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52. 3. For the preparation of similar complexes: (a) Takahashi, Y.; Ito, T.; Sakai, S.; Ishii, Y. J. Chem. Soc., Chem. Commun. 1970, 1065. (b) Ukai, T.; Kawazura, H.; Ishii, Y.; Bonnet, J. J.; Ibers, J. A. J. Organomet. Chem. 1974, 65, 253. (c) Amatore, C.; Jutand, A.; Khalil, F.; M'Barki, M. A.; Mottier, L. Organometallics 1993, 12, 3168.
53. 3. For the preparation of similar complexes: (a) Takahashi, Y.; Ito, T.; Sakai, S.; Ishii, Y. J. Chem. Soc., Chem. Commun. 1970, 1065. (b) Ukai, T.; Kawazura, H.; Ishii, Y.; Bonnet, J. J.; Ibers, J. A. J. Organomet. Chem. 1974, 65, 253. (c) Amatore, C.; Jutand, A.; Khalil, F.; M'Barki, M. A.; Mottier, L. Organometallics 1993, 12, 3168.
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56. Palladium-catalyzed coupling of germanes. (a) Coupling of trimethylvinylgermanium with aryl tetrafluoroborates: Ikenaga, K.; Matsumoto, S.; Kikukawa, K.; Matsuda, T. Chem. Lett. 1990, 185. (b) Coupling with aryl bromides: Kosugi, M.; Tanji, T.; Tanaka, Y.; Yoshida, A.; Fugami, K.; Kameyama, M.; Migita, T. J. Organomet. Chem. 1996, 508, 255.
57. Palladium-catalyzed coupling of germanes. (a) Coupling of trimethylvinylgermanium with aryl tetrafluoroborates: Ikenaga, K.; Matsumoto, S.; Kikukawa, K.; Matsuda, T. Chem. Lett. 1990, 185. (b) Coupling with aryl bromides: Kosugi, M.; Tanji, T.; Tanaka, Y.; Yoshida, A.; Fugami, K.; Kameyama, M.; Migita, T. J. Organomet. Chem. 1996, 508, 255.
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62. 2O failed to promote the transmetalation.
63. For the formation of bis(triphenylphosphino)carbonatopalladium-(II): Nyman, C. J.; Wymore, C. E.; Wilkinson, G. J. Chem. Soc. A 1968, 561.
64. 3 with dichloro(diphosphine)platinumdl) complexes leads to (diphosphine)carbonatoplatinum(II) complexes: (a) Andrews, M. A.; Gould, G. L.; Voss, E. J. Inorg. Chem. 1996, 35, 5740. (b) Andrews; M. A.; Gould, G. L.; Klooster, W. T.; Koenig, K. S.; Voss, E. J. Inorg. Chem. 1996, 35, 5478 and references therein.
65. 3 with dichloro(diphosphine)platinumdl) complexes leads to (diphosphine)carbonatoplatinum(II) complexes: (a) Andrews, M. A.; Gould, G. L.; Voss, E. J. Inorg. Chem. 1996, 35, 5740. (b) Andrews; M. A.; Gould, G. L.; Klooster, W. T.; Koenig, K. S.; Voss, E. J. Inorg. Chem. 1996, 35, 5478 and references therein.
66. Hydroxo palladium complexes: (a) Bushnell, G. W.; Dixon, K. R.; Hunter, R. G.; McFarland, J. J. Can. J. Chem. 1972, 50, 3694. (b) López, G.; Ruiz, J.; García, G.; Vicente, C.; Martí, J. M.; Santana, M. D. J. Organomet. Chem. 1990, 393, C53. (c) Grushin, V. V.; Alper, H. Organometallics 1993, 12, 1890. (d) Grushin, V. V.; Bensimon, C.; Alper, H. Organometallics 1993, 12, 2737. (e) Ruiz, J.; Rodríguez, V.; López, G.; Chaloner, P. A.; Hitchcok, P. B. J. Organomet. Chem. 1996, 523, 23. (f) Ruiz, J.; Cutillas, N.; Sampedro, J.; López, G.; Hermoso, J. A.; Martínez-Ripoll, M. J. Organomet. Chem. 1996, 526, 67. (g) Grushin, V. V.; Alper, H. Organometallics 1996, 15, 5242. (h) Kuznetsov, V. F.; Bensimon, C.; Facey, G. A.; Grushin, V. V.; Alper, H. Organometallics 1997, 16, 97.
67. Hydroxo palladium complexes: (a) Bushnell, G. W.; Dixon, K. R.; Hunter, R. G.; McFarland, J. J. Can. J. Chem. 1972, 50, 3694. (b) López, G.; Ruiz, J.; García, G.; Vicente, C.; Martí, J. M.; Santana, M. D. J. Organomet. Chem. 1990, 393, C53. (c) Grushin, V. V.; Alper, H. Organometallics 1993, 12, 1890. (d) Grushin, V. V.; Bensimon, C.; Alper, H. Organometallics 1993, 12, 2737. (e) Ruiz, J.; Rodríguez, V.; López, G.; Chaloner, P. A.; Hitchcok, P. B. J. Organomet. Chem. 1996, 523, 23. (f) Ruiz, J.; Cutillas, N.; Sampedro, J.; López, G.; Hermoso, J. A.; Martínez-Ripoll, M. J. Organomet. Chem. 1996, 526, 67. (g) Grushin, V. V.; Alper, H. Organometallics 1996, 15, 5242. (h) Kuznetsov, V. F.; Bensimon, C.; Facey, G. A.; Grushin, V. V.; Alper, H. Organometallics 1997, 16, 97.
68. Hydroxo palladium complexes: (a) Bushnell, G. W.; Dixon, K. R.; Hunter, R. G.; McFarland, J. J. Can. J. Chem. 1972, 50, 3694. (b) López, G.; Ruiz, J.; García, G.; Vicente, C.; Martí, J. M.; Santana, M. D. J. Organomet. Chem. 1990, 393, C53. (c) Grushin, V. V.; Alper, H. Organometallics 1993, 12, 1890. (d) Grushin, V. V.; Bensimon, C.; Alper, H. Organometallics 1993, 12, 2737. (e) Ruiz, J.; Rodríguez, V.; López, G.; Chaloner, P. A.; Hitchcok, P. B. J. Organomet. Chem. 1996, 523, 23. (f) Ruiz, J.; Cutillas, N.; Sampedro, J.; López, G.; Hermoso, J. A.; Martínez-Ripoll, M. J. Organomet. Chem. 1996, 526, 67. (g) Grushin, V. V.; Alper, H. Organometallics 1996, 15, 5242. (h) Kuznetsov, V. F.; Bensimon, C.; Facey, G. A.; Grushin, V. V.; Alper, H. Organometallics 1997, 16, 97.
69. Hydroxo palladium complexes: (a) Bushnell, G. W.; Dixon, K. R.; Hunter, R. G.; McFarland, J. J. Can. J. Chem. 1972, 50, 3694. (b) López, G.; Ruiz, J.; García, G.; Vicente, C.; Martí, J. M.; Santana, M. D. J. Organomet. Chem. 1990, 393, C53. (c) Grushin, V. V.; Alper, H. Organometallics 1993, 12, 1890. (d) Grushin, V. V.; Bensimon, C.; Alper, H. Organometallics 1993, 12, 2737. (e) Ruiz, J.; Rodríguez, V.; López, G.; Chaloner, P. A.; Hitchcok, P. B. J. Organomet. Chem. 1996, 523, 23. (f) Ruiz, J.; Cutillas, N.; Sampedro, J.; López, G.; Hermoso, J. A.; Martínez-Ripoll, M. J. Organomet. Chem. 1996, 526, 67. (g) Grushin, V. V.; Alper, H. Organometallics 1996, 15, 5242. (h) Kuznetsov, V. F.; Bensimon, C.; Facey, G. A.; Grushin, V. V.; Alper, H. Organometallics 1997, 16, 97.
70. Hydroxo palladium complexes: (a) Bushnell, G. W.; Dixon, K. R.; Hunter, R. G.; McFarland, J. J. Can. J. Chem. 1972, 50, 3694. (b) López, G.; Ruiz, J.; García, G.; Vicente, C.; Martí, J. M.; Santana, M. D. J. Organomet. Chem. 1990, 393, C53. (c) Grushin, V. V.; Alper, H. Organometallics 1993, 12, 1890. (d) Grushin, V. V.; Bensimon, C.; Alper, H. Organometallics 1993, 12, 2737. (e) Ruiz, J.; Rodríguez, V.; López, G.; Chaloner, P. A.; Hitchcok, P. B. J. Organomet. Chem. 1996, 523, 23. (f) Ruiz, J.; Cutillas, N.; Sampedro, J.; López, G.; Hermoso, J. A.; Martínez-Ripoll, M. J. Organomet. Chem. 1996, 526, 67. (g) Grushin, V. V.; Alper, H. Organometallics 1996, 15, 5242. (h) Kuznetsov, V. F.; Bensimon, C.; Facey, G. A.; Grushin, V. V.; Alper, H. Organometallics 1997, 16, 97.
71. Hydroxo palladium complexes: (a) Bushnell, G. W.; Dixon, K. R.; Hunter, R. G.; McFarland, J. J. Can. J. Chem. 1972, 50, 3694. (b) López, G.; Ruiz, J.; García, G.; Vicente, C.; Martí, J. M.; Santana, M. D. J. Organomet. Chem. 1990, 393, C53. (c) Grushin, V. V.; Alper, H. Organometallics 1993, 12, 1890. (d) Grushin, V. V.; Bensimon, C.; Alper, H. Organometallics 1993, 12, 2737. (e) Ruiz, J.; Rodríguez, V.; López, G.; Chaloner, P. A.; Hitchcok, P. B. J. Organomet. Chem. 1996, 523, 23. (f) Ruiz, J.; Cutillas, N.; Sampedro, J.; López, G.; Hermoso, J. A.; Martínez-Ripoll, M. J. Organomet. Chem. 1996, 526, 67. (g) Grushin, V. V.; Alper, H. Organometallics 1996, 15, 5242. (h) Kuznetsov, V. F.; Bensimon, C.; Facey, G. A.; Grushin, V. V.; Alper, H. Organometallics 1997, 16, 97.
72. Hydroxo palladium complexes: (a) Bushnell, G. W.; Dixon, K. R.; Hunter, R. G.; McFarland, J. J. Can. J. Chem. 1972, 50, 3694. (b) López, G.; Ruiz, J.; García, G.; Vicente, C.; Martí, J. M.; Santana, M. D. J. Organomet. Chem. 1990, 393, C53. (c) Grushin, V. V.; Alper, H. Organometallics 1993, 12, 1890. (d) Grushin, V. V.; Bensimon, C.; Alper, H. Organometallics 1993, 12, 2737. (e) Ruiz, J.; Rodríguez, V.; López, G.; Chaloner, P. A.; Hitchcok, P. B. J. Organomet. Chem. 1996, 523, 23. (f) Ruiz, J.; Cutillas, N.; Sampedro, J.; López, G.; Hermoso, J. A.; Martínez-Ripoll, M. J. Organomet. Chem. 1996, 526, 67. (g) Grushin, V. V.; Alper, H. Organometallics 1996, 15, 5242. (h) Kuznetsov, V. F.; Bensimon, C.; Facey, G. A.; Grushin, V. V.; Alper, H. Organometallics 1997, 16, 97.
73. Hydroxo palladium complexes: (a) Bushnell, G. W.; Dixon, K. R.; Hunter, R. G.; McFarland, J. J. Can. J. Chem. 1972, 50, 3694. (b) López, G.; Ruiz, J.; García, G.; Vicente, C.; Martí, J. M.; Santana, M. D. J. Organomet. Chem. 1990, 393, C53. (c) Grushin, V. V.; Alper, H. Organometallics 1993, 12, 1890. (d) Grushin, V. V.; Bensimon, C.; Alper, H. Organometallics 1993, 12, 2737. (e) Ruiz, J.; Rodríguez, V.; López, G.; Chaloner, P. A.; Hitchcok, P. B. J. Organomet. Chem. 1996, 523, 23. (f) Ruiz, J.; Cutillas, N.; Sampedro, J.; López, G.; Hermoso, J. A.; Martínez-Ripoll, M. J. Organomet. Chem. 1996, 526, 67. (g) Grushin, V. V.; Alper, H. Organometallics 1996, 15, 5242. (h) Kuznetsov, V. F.; Bensimon, C.; Facey, G. A.; Grushin, V. V.; Alper, H. Organometallics 1997, 16, 97.
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