Amine-thioether and amine-pyridine complexes of palladium(II) and the reactivity of the methyl complexes towards CO and allenes

Inorganica Chimica Acta

Volumn 252, Issue 1-2, 1996, Pages 203-219

  Ankersmit, Hubertus A ^a   Veldman, Nora ^b   Spek, Anthony L ^b   Eriksen, Kjetl ^a   Goubitz, Kees ^a   Vrieze, Kees ^a   Van Koten, Gerard ^c  

^a UNIVERSITY OF AMSTERDAM   (Netherlands)

^b UTRECHT UNIVERSITY   (Netherlands)

^c UTRECHT UNIVERSITY   (Netherlands)

Author keywords

Amine sulfur coordination complexes; Crystal structures; Insertion reactions; Palladium complexes

Indexed keywords

ATOMS; CHELATION; CHLORINE COMPOUNDS; CRYSTAL STRUCTURE; ESTERS; FREE ENERGY; HYDROCARBONS; LIGANDS; PYRIDINE; SINGLE CRYSTALS; SYNTHESIS (CHEMICAL);

CHELATING LIGANDS; COORDINATION COMPLEX; CRYSTAL STRUCTURE DETERMINATION; INSERTION REACTIONS; PALLADIUM COMPLEXES; PYRIDINE COMPLEXES; SIX-MEMBERED RINGS; SYNTHESIS AND CHARACTERIZATIONS;

PALLADIUM COMPOUNDS;

EID: 0002234080     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/s0020-1693(96)05315-7     Document Type: Article

References (75)

1. (a) E. Drent, Eur. Patent Applic. No. 121 965 (1884);
2. (b) A. Sen, CHEMTECH (1986) 48;
3. (c) A. Sen, Adv. Polym. Sci., 73/74 (1986) 125;
4. (d) E. Drent, J.A.M. van Broekhoven and M.J. Doyle, J. Organomet. Chem., 417 (1991) 235;
5. (e) A. Batistini, G. Consiglio and U.W. Suter, Angew. Chem., Int. Ed. Engl., 31 (1992) 303;
6. (f) A. Batistini and G. Consiglio, Organometallics, 11 (1992) 1766;
7. (g) C. Pisano, S.C.A. Neefkens and G. Consiglio, Organometallics, 11 (1992) 1975;
8. (h) M. Brookhart, J.M. DeSimone and J.C. Barborak, J. Am. Chem. Soc., 114 (1992) 5894.
9. (a) R. van Asselt, E.C.G. Gielens, R.E. Rülke and C.J. Elsevier, J. Chem. Soc., Chem. Commun., (1993) 1203;
10. (b) G.P.C.M. Dekker, A. Buijs, C.J. Elsevier, K. Vrieze, P.W.N.M. van Leeuwen, W. Smeets, A.L. Spek, Y.F. Wang and C. Stam, Organometallics, 11 (1992) 1937;
11. (c) R. Rülke, I.M. Han, C.J. Elsevier, K. Vrieze and P.W.N.M. van Leeuwen, to be published.
12. (a) B.A. Markies, K.A.N. Verkerk, J. Boersma, H. Kooijman, A.L. Spek and G. van Koten, J. Chem. Soc., Chem. Commun., (1993) 1629;
13. (b) B.A. Markies, D. Kruis, M.H.P. Rietveld, K.A.N. Verkerk, J. Boersma, H. Kooijman, M.T. Lakin, A.L. Spek and G. van Koten, J. Am. Chem. Soc., 117 (1995) 5263.
14. P.G.C.M. Dekker, C.J. Elsevier, K. Vrieze and P.W.N.M. van Leeuwen, Organometallics, 11 (1992) 1598.
15. (a) G. Consiglio, in I. Ojima (ed.), Catalytic Asymmetric Synthesis, VCH, New York, 1993, p. 273;
16. (b) G. Consiglio, S.C.A. Nefkens and C. Pisano, Inorg. Chim. Acta, 220 (1994) 273;
17. (c) M. Brookhart and M.I. Wagner, J. Am. Chem. Soc., 116 (1994) 3641.
18. H.A. Ankersmit, P.T. Witte, H. Kooijman, M.T. Lakin, A.L. Spek, K. Goubitz, K. Vrieze and G. van Koten, Inorg. Chem., (1996) accepted for publication.
19. (a) J.F. Modder, G. van Koten, K. Vrieze and A.L. Spek, Angew. Chem., Int. Ed. Engl., 28 (1989) 1698;
20. (b) J.F. Modder, K. Vrieze, A.L. Spek and G. van Koten, J. Org. Chem., 56 (1991) 5606.
21. R. Rülke, J.M. Ernsting, A.L. Spek, C.J. Elsevier, P.W.N.M. van Leeuwen and K. Vrieze, Inorg. Chem., 32 (1993) 5769.
22. L. Brandsma and H.D. Verkruijsse, Synthesis of Methylenes, Allenes and Cumulenes, a Laboratory Manual, Studies in Organic Chemistry 8, Elsevier, Amsterdam, 1981, p. 157.
23. J.L. de Boer and A.J.M. Duisenberg, Acta Crystallogr., Sect. A, 40 (1984) C410.
24. A.L. Spek, J. Appl. Crystallogr., 21 (1988) 578.
25. N. Walker and D. Stuart, Acta Crystallogr., Sect. A, 39 (1983) 158.
26. A.L. Spek, Acta Crystallogr., Sect. A, 46 (1990) C34.
27. G.M. Sheldrick, SHELXS86, program for crystal structure determination, University of Göttingen, Germany, 1986.
28. P.T. Beurskens, G. Admiraal, G. Beurskens, W.P. Bosman, S. García-Granda, R.O. Gould, J.M.M. Smits and C. Smykalla, The DIRDIF program system, Tech. Rep., Crystallography Laboratory, University of Nijmegen, Netherlands, 1992.
29. G.M. Sheldrick, SHELXL-93, program for crystal structure refinement. University of Göttingen, Germany, 1993.
30. A.J.C. Wilson, International Tables for Crystallography, Vol. C, Kluwer, Dordrecht, Netherlands, 1992.
31. (a) W.H. Zachariasen, Acta Crystallogr., Sect. A, 23 (1967) 558;
32. (b) A.C. Larson, The inclusion of secondary extinction in least-squares refinement of crystal structures, in S.R. Ahmed andC.P. Huber (eds.), Crystallographic Computing, Munksgaard, Copenhagen, 1969, p. 291.
33. J.A. Ibers and W.C. Hamilton (eds.), International Tables for Crystallography, Vol. IV, Kynoch, Birmingham, UK, 1974, p. 55.
34. S.R. Hall, H.D. Flack and M. Steward, Reference Manual, Universities of Western Australia, Geneva and Maryland, 1992.
35. (a) K.H. Deimer, Houben Weyl, Methoden der Organische Chemie, Synthese von Peptiden 1, Georg Thieme, Stuttgart, 1979, p. 315;
36. (b) K. Hofmann, A. Jöhl, A.E. Furlenmeier and H. Kappeler, J. Am. Chem. Soc., 79 (1957) 1638.
37. P.W.N.M. van Leeuwen, C. Roobeek and H. van der Heyden, J. Am. Chem. Soc., 116 (1994) 12117.
38. B. Dedock-Le-Reverend and H. Kozlowski, J. Chem. Phys., 82 (1985) 883.
39. L.P. Battaglia, A. Bonamartini Corradi, C. Grasseli Palmieri, M. Nardelli and M.E. Vidoni Tani, Acta Crystallogr., Sect. B, 29 (1973) 762.
40. R.C. Warren, J.F. McConnel and N.C. Stephenson, Acta Crystallogr., Sect. B, 26 (1970) 1402.
41. H. Kooijman, J.A. Kanters, J. Kroon and J. Kelder, Acta Crystallogr., Sect. B, 29 (1993) 356.
42. J.E. Sarneski, L.E. Erickson and C.N. Reilley, Inorg. Chem., 20 (1981) 2137.
43. R.E. Norman, J.D. Ranford and P.J. Sadler, Inorg. Chem., 31 (1992) 877.
44. P.H.M. Budzelaar, geNMR3.4, IvorySoft, Amsterdam, 1992.
45. (a) R.E. Rülke, V.E. Kaasjager, D. Kliphuis, C.J. Elsevier, P.W.N.M. van Leeuwen, K. Vrieze and K. Goubitz, Organometallics, 15 (1996) 3022;
46. (b) J.H. Groen, C.J. Elsevier, K. Vrieze, W.J.J. Smeets and A.L. Spek, Organometallics, 15 (1996) submitted for publication.
47. J.P.G. Delis, J.H. Groen, P.W.N.M. van Leeuwen and K. Vrieze, Organometallics, submitted for publication.
48. R.E. Rülke, A.M. Groot, J.P.G. Delis, C.J. Elsevier, P.W.N.M. van Leeuwen, K. Vrieze, K. Goubitz and H. Schenk, J. Organomet. Chem., 508 (1996) 109.
49. R.E. Rülke, D. Kliphuis, C.J. Elsevier, J. Fraanje, K. Goubitz, P.W.N.M. van Leeuwen and K. Vrieze, J. Chem. Soc., Chem. Commun., (1994) 1817.
50. (a) R. Hüttel, H. Dietl and H. Christ, Chem. Ber., 97 (1964) 2037;
51. (b) J. Organomet. Chem., 494 (1995) 75.
52. (a) K. Vrieze, P. Cossee, A.P. Praat and C.W. Hilbers, J. Organomet. Chem., 11 (1968) 353;
53. (b) R.P. Hughes and J. Powell, J. Organomet. Chem., 60 (1973) 409;
54. (c) B.M. Trost, P.E. Strege, L. Weber, T.J. Fullerton and T.J. Dietsche, J. Am. Chem. Soc., 100 (1978) 3407.
55. M.M. Harding and H.A. Long, Acta Crystallogr., Sect. B, 24 (1968) 1096.
56. (a) J.F. Modder, G. van Koten, K. Vrieze and A.L. Spek, Angew. Chem., Int. Ed. Engl., 28 (1989) 1698;
57. (b) J.F. Modder, K. Vrieze, A.L. Spek and G. van Koten, J. Org. Chem., 56 (1991) 5606.
58. H.C. Freeman and M.L. Golomb, J. Chem. Soc., Chem. Commun., (1970) 1523.
59. A. Caubet, V. Moreno, E. Molins and C. Miravitlles, J. Inorg. Biochem., 48 (1992) 135.
60. (a) M. Kubiak, A. Allain, B. Jezowska-Trzebiatowska, T. Glowiak and H. Kozlowski, Acta Crystallogr., Sect. B, 36 (1980) 2246;
61. (b) A. Allain, M. Kubiak, B. Jezowska-Trzebiatowska, H. Kozlowski and T. Glowiak, Inorg. Chim. Acta, 46 (1980) 127;
62. (c) A.J. Blake, R.O. Gould, A.J. Lavery and M. Schröder, Angew. Chem., Int. Ed. Engl., 25 (1986) 274;
63. (d) A.J. Blake, A.J. Holder, T.I. Hyde, Y.V. Roberts, A.J. Lavery and M. Schröder, J. Organomet. Chem., 323 (1987) 261;
64. (e) S.Y.M. Chooi, T.S.A. Hor, P.-H. Leung and K.P. Mok, Inorg. Chem., 31 (1992) 1494.
65. B.A. Markies, P. Wijkens, J. Boersma, A.L. Spek and G. van Koten, Recl. Trav. Chim. Pays-Bas, 110 (1991) 133.
66. T.G. Appleton, H.C. Clark and L.E. Manzer, Coord. Chem. Rev., 10 (1973) 335.
67. E.W. Abel, J.C. Dormer, D. Ellis, K.G. Orrell, V. Sik, M.B. Hursthouse and M.A. Mazid, J. Chem. Soc., Dalton Trans., (1992) 1073.
68. P.A. Cotton and G. Wilkinson, Advanced Inorganic Chemistry, Wiley-Interscience, New York, 5th edn., 1988, p. 1300.
69. H.A. Ankersmit, B.H. Løken, H. Kooijman, A.L. Spek, K. Vrieze and G. van Koten, Inorg. Chim. Acta, 252 (1996) 141.
70. Y. Nakagawara, K. Kikukawa, M. Takagi and T. Matsuda,Bull. Chem. Soc. Jpn., 50 (1977) 2748.
71. A. Gogoll, J. Örnebro, H. Grennberg, J.E. Bäckvall, J. Am. Chem. Soc., 116 (1994) 3631.
72. R. Romeo, Comments Inorg. Chem., 11 (1990) 21.
73. (a) F.P. Fanizzi, F.P. Intini, L. Maresca, G. Natile, M. Lanfranchi and A. Tiripicchio, J. Chem. Soc., Dalton Trans., (1991) 1007;
74. (b) F.P. Fanizzi, L. Maresca, G. Natile, M. Lanfranchi, A. Tiripicchio and G. Pacchioni, J. Chem. Soc., Chem. Commun., (1992) 333;
75. (c) F.P. Fanizzi, M. Lanfranchi, G. Natile and A. Tiripichio, Inorg. Chem., 33 (1994) 3331.