Yttrate-mediated ligand transfer and direct synthesis as a route to amidopalladium complexes

Angewandte Chemie - International Edition

Volumn 37, Issue 6, 1998, Pages 832-835

  Spannenberg, Anke ^a   Arndt, Perdita ^a   Kempe, Rhett ^a  

^a UNIVERSITY OF ROSTOCK   (Germany)

Author keywords

Amino complexes; N ligands; Palladium; Synthetic methods; Yttrium

Indexed keywords

EID: 0031925566     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(19980403)37:6<832::AID-ANIE832>3.0.CO;2-A     Document Type: Article

References (39)

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2. Amidometal complexes correspond to the definition in M. F. Lappert, P. P. Power, A. R. Sanger, R. C. Srivastava, Metal and Metalloid Amides; Ellis Norwood Ltd., Chichester, 1980.
3. Amido complexes have been identified as important intermediates in palladium-catalyzed arylaminations: J. F. Hartwig, Synlett 1997, 329-340.
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16. Compounds of Group 4 elements: a) R. Kempe, P. Arndt, Inorg. Chem. 1996, 35, 2644-2649; b) R. Kempe, S. Brenner, P. Arndt, Organometallics 1996, 15, 1071-1074; c) M. Oberthür, P. Arndt, R. Kempe, Chem. Ber. 1996, 129, 1087-1091; d) H. Fuhrmann, S. Brenner, P. Arndt, R. Kempe, Inorg. Chem. 1996, 35, 6742-6745; e) A. Spannenberg, P. Arndt, M. Oberthür, R. Kempe, Z. anorg. allg. Chem. 1997, 623, 389-393; f) M. Oberthür, G. Hillebrand, P. Arndt, R. Kempe, Chem. Ber./Recueil 1997, 130, 789-794. Compounds of GroupS elements: g) J. J. H. Edema, S. Gambarotta, A. Meetsma, A. L. Spek, N. Veldman, Inorg. Chem. 1991, 30, 2062-2066; h) M. Polamo, M. Leskelä, Acta Chem. Scand. 1997, 51, 449-454; i) J. Chem. Soc. Dalton Trans. 1996, 4345-4349.
17. Compounds of Group 4 elements: a) R. Kempe, P. Arndt, Inorg. Chem. 1996, 35, 2644-2649; b) R. Kempe, S. Brenner, P. Arndt, Organometallics 1996, 15, 1071-1074; c) M. Oberthür, P. Arndt, R. Kempe, Chem. Ber. 1996, 129, 1087-1091; d) H. Fuhrmann, S. Brenner, P. Arndt, R. Kempe, Inorg. Chem. 1996, 35, 6742-6745; e) A. Spannenberg, P. Arndt, M. Oberthür, R. Kempe, Z. anorg. allg. Chem. 1997, 623, 389-393; f) M. Oberthür, G. Hillebrand, P. Arndt, R. Kempe, Chem. Ber./Recueil 1997, 130, 789-794. Compounds of GroupS elements: g) J. J. H. Edema, S. Gambarotta, A. Meetsma, A. L. Spek, N. Veldman, Inorg. Chem. 1991, 30, 2062-2066; h) M. Polamo, M. Leskelä, Acta Chem. Scand. 1997, 51, 449-454; i) J. Chem. Soc. Dalton Trans. 1996, 4345-4349.
18. Compounds of Group 4 elements: a) R. Kempe, P. Arndt, Inorg. Chem. 1996, 35, 2644-2649; b) R. Kempe, S. Brenner, P. Arndt, Organometallics 1996, 15, 1071-1074; c) M. Oberthür, P. Arndt, R. Kempe, Chem. Ber. 1996, 129, 1087-1091; d) H. Fuhrmann, S. Brenner, P. Arndt, R. Kempe, Inorg. Chem. 1996, 35, 6742-6745; e) A. Spannenberg, P. Arndt, M. Oberthür, R. Kempe, Z. anorg. allg. Chem. 1997, 623, 389-393; f) M. Oberthür, G. Hillebrand, P. Arndt, R. Kempe, Chem. Ber./Recueil 1997, 130, 789-794. Compounds of GroupS elements: g) J. J. H. Edema, S. Gambarotta, A. Meetsma, A. L. Spek, N. Veldman, Inorg. Chem. 1991, 30, 2062-2066; h) M. Polamo, M. Leskelä, Acta Chem. Scand. 1997, 51, 449-454; i) J. Chem. Soc. Dalton Trans. 1996, 4345-4349.
19. Compounds of Group 4 elements: a) R. Kempe, P. Arndt, Inorg. Chem. 1996, 35, 2644-2649; b) R. Kempe, S. Brenner, P. Arndt, Organometallics 1996, 15, 1071-1074; c) M. Oberthür, P. Arndt, R. Kempe, Chem. Ber. 1996, 129, 1087-1091; d) H. Fuhrmann, S. Brenner, P. Arndt, R. Kempe, Inorg. Chem. 1996, 35, 6742-6745; e) A. Spannenberg, P. Arndt, M. Oberthür, R. Kempe, Z. anorg. allg. Chem. 1997, 623, 389-393; f) M. Oberthür, G. Hillebrand, P. Arndt, R. Kempe, Chem. Ber./Recueil 1997, 130, 789-794. Compounds of GroupS elements: g) J. J. H. Edema, S. Gambarotta, A. Meetsma, A. L. Spek, N. Veldman, Inorg. Chem. 1991, 30, 2062-2066; h) M. Polamo, M. Leskelä, Acta Chem. Scand. 1997, 51, 449-454; i) J. Chem. Soc. Dalton Trans. 1996, 4345-4349.
20. Compounds of Group 4 elements: a) R. Kempe, P. Arndt, Inorg. Chem. 1996, 35, 2644-2649; b) R. Kempe, S. Brenner, P. Arndt, Organometallics 1996, 15, 1071-1074; c) M. Oberthür, P. Arndt, R. Kempe, Chem. Ber. 1996, 129, 1087-1091; d) H. Fuhrmann, S. Brenner, P. Arndt, R. Kempe, Inorg. Chem. 1996, 35, 6742-6745; e) A. Spannenberg, P. Arndt, M. Oberthür, R. Kempe, Z. anorg. allg. Chem. 1997, 623, 389-393; f) M. Oberthür, G. Hillebrand, P. Arndt, R. Kempe, Chem. Ber./Recueil 1997, 130, 789-794. Compounds of GroupS elements: g) J. J. H. Edema, S. Gambarotta, A. Meetsma, A. L. Spek, N. Veldman, Inorg. Chem. 1991, 30, 2062-2066; h) M. Polamo, M. Leskelä, Acta Chem. Scand. 1997, 51, 449-454; i) J. Chem. Soc. Dalton Trans. 1996, 4345-4349.
21. Compounds of Group 4 elements: a) R. Kempe, P. Arndt, Inorg. Chem. 1996, 35, 2644-2649; b) R. Kempe, S. Brenner, P. Arndt, Organometallics 1996, 15, 1071-1074; c) M. Oberthür, P. Arndt, R. Kempe, Chem. Ber. 1996, 129, 1087-1091; d) H. Fuhrmann, S. Brenner, P. Arndt, R. Kempe, Inorg. Chem. 1996, 35, 6742-6745; e) A. Spannenberg, P. Arndt, M. Oberthür, R. Kempe, Z. anorg. allg. Chem. 1997, 623, 389-393; f) M. Oberthür, G. Hillebrand, P. Arndt, R. Kempe, Chem. Ber./Recueil 1997, 130, 789-794. Compounds of GroupS elements: g) J. J. H. Edema, S. Gambarotta, A. Meetsma, A. L. Spek, N. Veldman, Inorg. Chem. 1991, 30, 2062-2066; h) M. Polamo, M. Leskelä, Acta Chem. Scand. 1997, 51, 449-454; i) J. Chem. Soc. Dalton Trans. 1996, 4345-4349.
22. Compounds of Group 4 elements: a) R. Kempe, P. Arndt, Inorg. Chem. 1996, 35, 2644-2649; b) R. Kempe, S. Brenner, P. Arndt, Organometallics 1996, 15, 1071-1074; c) M. Oberthür, P. Arndt, R. Kempe, Chem. Ber. 1996, 129, 1087-1091; d) H. Fuhrmann, S. Brenner, P. Arndt, R. Kempe, Inorg. Chem. 1996, 35, 6742-6745; e) A. Spannenberg, P. Arndt, M. Oberthür, R. Kempe, Z. anorg. allg. Chem. 1997, 623, 389-393; f) M. Oberthür, G. Hillebrand, P. Arndt, R. Kempe, Chem. Ber./Recueil 1997, 130, 789-794. Compounds of GroupS elements: g) J. J. H. Edema, S. Gambarotta, A. Meetsma, A. L. Spek, N. Veldman, Inorg. Chem. 1991, 30, 2062-2066; h) M. Polamo, M. Leskelä, Acta Chem. Scand. 1997, 51, 449-454; i) J. Chem. Soc. Dalton Trans. 1996, 4345-4349.
23. Compounds of Group 4 elements: a) R. Kempe, P. Arndt, Inorg. Chem. 1996, 35, 2644-2649; b) R. Kempe, S. Brenner, P. Arndt, Organometallics 1996, 15, 1071-1074; c) M. Oberthür, P. Arndt, R. Kempe, Chem. Ber. 1996, 129, 1087-1091; d) H. Fuhrmann, S. Brenner, P. Arndt, R. Kempe, Inorg. Chem. 1996, 35, 6742-6745; e) A. Spannenberg, P. Arndt, M. Oberthür, R. Kempe, Z. anorg. allg. Chem. 1997, 623, 389-393; f) M. Oberthür, G. Hillebrand, P. Arndt, R. Kempe, Chem. Ber./Recueil 1997, 130, 789-794. Compounds of GroupS elements: g) J. J. H. Edema, S. Gambarotta, A. Meetsma, A. L. Spek, N. Veldman, Inorg. Chem. 1991, 30, 2062-2066; h) M. Polamo, M. Leskelä, Acta Chem. Scand. 1997, 51, 449-454; i) J. Chem. Soc. Dalton Trans. 1996, 4345-4349.
24. Compounds of Group 4 elements: a) R. Kempe, P. Arndt, Inorg. Chem. 1996, 35, 2644-2649; b) R. Kempe, S. Brenner, P. Arndt, Organometallics 1996, 15, 1071-1074; c) M. Oberthür, P. Arndt, R. Kempe, Chem. Ber. 1996, 129, 1087-1091; d) H. Fuhrmann, S. Brenner, P. Arndt, R. Kempe, Inorg. Chem. 1996, 35, 6742-6745; e) A. Spannenberg, P. Arndt, M. Oberthür, R. Kempe, Z. anorg. allg. Chem. 1997, 623, 389-393; f) M. Oberthür, G. Hillebrand, P. Arndt, R. Kempe, Chem. Ber./Recueil 1997, 130, 789-794. Compounds of GroupS elements: g) J. J. H. Edema, S. Gambarotta, A. Meetsma, A. L. Spek, N. Veldman, Inorg. Chem. 1991, 30, 2062-2066; h) M. Polamo, M. Leskelä, Acta Chem. Scand. 1997, 51, 449-454; i) J. Chem. Soc. Dalton Trans. 1996, 4345-4349.
25. 2 (all data) = 0.066, 175 parameters. Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-179-100685. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB21EZ, UK (fax: (+44) 1223-336-033; e-mail: deposit@ccdc.cam. ac.uk).
26. Examples of trigonally coordinated Li: a) M. F. Lappert, M. J. Slade, A. Singh, J. L. Atwood, R. D. Rogers, R. Shakir, J. Am. Chem. Soc. 1983, 105, 302-304; b) L. M. Engelhardt, B. S. Jolly, P. C. Punk, C. L. Raston, B. W. Skeleton, A. H. White, Aust. J. Chem. 1986, 39, 133; c) P. G. Willard, M. A. Nichols, J. Am. Chem. Soc. 1991, 113, 9671-9673; d) H. Görls, B. Neumüller, A. Scholz, J. Scholz, Angew. Chem. 1995, 107, 732-735; Angew. Chem. Int. Ed. Engl. 1995, 34, 673-676.
27. Examples of trigonally coordinated Li: a) M. F. Lappert, M. J. Slade, A. Singh, J. L. Atwood, R. D. Rogers, R. Shakir, J. Am. Chem. Soc. 1983, 105, 302-304; b) L. M. Engelhardt, B. S. Jolly, P. C. Punk, C. L. Raston, B. W. Skeleton, A. H. White, Aust. J. Chem. 1986, 39, 133; c) P. G. Willard, M. A. Nichols, J. Am. Chem. Soc. 1991, 113, 9671-9673; d) H. Görls, B. Neumüller, A. Scholz, J. Scholz, Angew. Chem. 1995, 107, 732-735; Angew. Chem. Int. Ed. Engl. 1995, 34, 673-676.
28. Examples of trigonally coordinated Li: a) M. F. Lappert, M. J. Slade, A. Singh, J. L. Atwood, R. D. Rogers, R. Shakir, J. Am. Chem. Soc. 1983, 105, 302-304; b) L. M. Engelhardt, B. S. Jolly, P. C. Punk, C. L. Raston, B. W. Skeleton, A. H. White, Aust. J. Chem. 1986, 39, 133; c) P. G. Willard, M. A. Nichols, J. Am. Chem. Soc. 1991, 113, 9671-9673; d) H. Görls, B. Neumüller, A. Scholz, J. Scholz, Angew. Chem. 1995, 107, 732-735; Angew. Chem. Int. Ed. Engl. 1995, 34, 673-676.
29. Examples of trigonally coordinated Li: a) M. F. Lappert, M. J. Slade, A. Singh, J. L. Atwood, R. D. Rogers, R. Shakir, J. Am. Chem. Soc. 1983, 105, 302-304; b) L. M. Engelhardt, B. S. Jolly, P. C. Punk, C. L. Raston, B. W. Skeleton, A. H. White, Aust. J. Chem. 1986, 39, 133; c) P. G. Willard, M. A. Nichols, J. Am. Chem. Soc. 1991, 113, 9671-9673; d) H. Görls, B. Neumüller, A. Scholz, J. Scholz, Angew. Chem. 1995, 107, 732-735; Angew. Chem. Int. Ed. Engl. 1995, 34, 673-676.
30. Examples of trigonally coordinated Li: a) M. F. Lappert, M. J. Slade, A. Singh, J. L. Atwood, R. D. Rogers, R. Shakir, J. Am. Chem. Soc. 1983, 105, 302-304; b) L. M. Engelhardt, B. S. Jolly, P. C. Punk, C. L. Raston, B. W. Skeleton, A. H. White, Aust. J. Chem. 1986, 39, 133; c) P. G. Willard, M. A. Nichols, J. Am. Chem. Soc. 1991, 113, 9671-9673; d) H. Görls, B. Neumüller, A. Scholz, J. Scholz, Angew. Chem. 1995, 107, 732-735; Angew. Chem. Int. Ed. Engl. 1995, 34, 673-676.
31. The negative charge of the aminopyridinato ligand is not localized on the amido nitrogen atom.
32. 3 and three equivalents "TMS-ApLi" (ether/pyridine); this procedure affords compound 1 instead.
33. The "ate" complexes are very often observed for lanthanide ions: a) H. Schumann, Angew. Chem. 1984, 96, 475-493; Angew. Chem. Int. Ed. Engl. 1984, 23, 474-492; b) R. D. Köhn, G. Kociok-Köhn, H. Schumann in Encylopedia of Inorganic Chemistry (Ed.: R. B. King), Wiley, New York, 1994; c) C. J. Schaverien, Adv. Organomet. Chem. 1994, 36, 283-362; d) F. T. Edelmann in Comprehensive Organometallic Chemistry II (Eds.: E. W. Abel, F. G. A. Stone, G. Wilkinson), Pergamon, Oxford 1995; e) H. Schumann, J. A. Meerse-Marktscheffel, L. Esser, Chem. Rev. 1995, 95, 865-986.
34. The "ate" complexes are very often observed for lanthanide ions: a) H. Schumann, Angew. Chem. 1984, 96, 475-493; Angew. Chem. Int. Ed. Engl. 1984, 23, 474-492; b) R. D. Köhn, G. Kociok-Köhn, H. Schumann in Encylopedia of Inorganic Chemistry (Ed.: R. B. King), Wiley, New York, 1994; c) C. J. Schaverien, Adv. Organomet. Chem. 1994, 36, 283-362; d) F. T. Edelmann in Comprehensive Organometallic Chemistry II (Eds.: E. W. Abel, F. G. A. Stone, G. Wilkinson), Pergamon, Oxford 1995; e) H. Schumann, J. A. Meerse-Marktscheffel, L. Esser, Chem. Rev. 1995, 95, 865-986.
35. The "ate" complexes are very often observed for lanthanide ions: a) H. Schumann, Angew. Chem. 1984, 96, 475-493; Angew. Chem. Int. Ed. Engl. 1984, 23, 474-492; b) R. D. Köhn, G. Kociok-Köhn, H. Schumann in Encylopedia of Inorganic Chemistry (Ed.: R. B. King), Wiley, New York, 1994; c) C. J. Schaverien, Adv. Organomet. Chem. 1994, 36, 283-362; d) F. T. Edelmann in Comprehensive Organometallic Chemistry II (Eds.: E. W. Abel, F. G. A. Stone, G. Wilkinson), Pergamon, Oxford 1995; e) H. Schumann, J. A. Meerse-Marktscheffel, L. Esser, Chem. Rev. 1995, 95, 865-986.
36. The "ate" complexes are very often observed for lanthanide ions: a) H. Schumann, Angew. Chem. 1984, 96, 475-493; Angew. Chem. Int. Ed. Engl. 1984, 23, 474-492; b) R. D. Köhn, G. Kociok-Köhn, H. Schumann in Encylopedia of Inorganic Chemistry (Ed.: R. B. King), Wiley, New York, 1994; c) C. J. Schaverien, Adv. Organomet. Chem. 1994, 36, 283-362; d) F. T. Edelmann in Comprehensive Organometallic Chemistry II (Eds.: E. W. Abel, F. G. A. Stone, G. Wilkinson), Pergamon, Oxford 1995; e) H. Schumann, J. A. Meerse-Marktscheffel, L. Esser, Chem. Rev. 1995, 95, 865-986.
37. The "ate" complexes are very often observed for lanthanide ions: a) H. Schumann, Angew. Chem. 1984, 96, 475-493; Angew. Chem. Int. Ed. Engl. 1984, 23, 474-492; b) R. D. Köhn, G. Kociok-Köhn, H. Schumann in Encylopedia of Inorganic Chemistry (Ed.: R. B. King), Wiley, New York, 1994; c) C. J. Schaverien, Adv. Organomet. Chem. 1994, 36, 283-362; d) F. T. Edelmann in Comprehensive Organometallic Chemistry II (Eds.: E. W. Abel, F. G. A. Stone, G. Wilkinson), Pergamon, Oxford 1995; e) H. Schumann, J. A. Meerse-Marktscheffel, L. Esser, Chem. Rev. 1995, 95, 865-986.
38. The "ate" complexes are very often observed for lanthanide ions: a) H. Schumann, Angew. Chem. 1984, 96, 475-493; Angew. Chem. Int. Ed. Engl. 1984, 23, 474-492; b) R. D. Köhn, G. Kociok-Köhn, H. Schumann in Encylopedia of Inorganic Chemistry (Ed.: R. B. King), Wiley, New York, 1994; c) C. J. Schaverien, Adv. Organomet. Chem. 1994, 36, 283-362; d) F. T. Edelmann in Comprehensive Organometallic Chemistry II (Eds.: E. W. Abel, F. G. A. Stone, G. Wilkinson), Pergamon, Oxford 1995; e) H. Schumann, J. A. Meerse-Marktscheffel, L. Esser, Chem. Rev. 1995, 95, 865-986.
39. Sincere thanks are due to the referee who provided this information.