Interactions between C-H and N-H bonds and d8 square planar metal complexes: Hydrogen bonded or agostic?

Inorganica Chimica Acta

Volumn 254, Issue 1, 1997, Pages 105-111

  Yao, Wenbin ^a   Eisenstein, Odile ^a   Crabtree, Robert H ^a  

^a YALE UNIVERSITY   (United States)

Author keywords

Agostic complexes; Hydrogen bonds; Square planar complexes

Indexed keywords

COMPLEXATION; GEOMETRY; METAL COMPLEXES;

AGOSTIC COMPLEXES; BENT GEOMETRY; H-BONDS; LINEAR GEOMETRY; SQUARE PLANAR COMPLEX; SQUARE-PLANAR METALS; STRUCTURAL CHARACTERISTICS;

HYDROGEN BONDS;

EID: 0000647798     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0020-1693(97)84386-1     Document Type: Article

References (79)

1. (a) M. Brookhart, M.L.H. Green and L. Wong, Prog. Inorg. Chem., 36 (1988) 1;
2. (b) R.H. Crabtree and D.G. Hamilton, Adv. Organomet. Chem., 28 (1988) 299.
3. (a) H.B. Bürgi and J. Dunitz, Acc. Chem. Res., 16 (1983) 153-161;
4. (b) T.R. Cundari, J. Am. Chem. Soc., 116 (1994) 340; Organometallics, 12 (1993) 4971.
5. (b) T.R. Cundari, J. Am. Chem. Soc., 116 (1994) 340; Organometallics, 12 (1993) 4971.
6. (a) L. Brammer, M.C. McCann, R.M. Bullock, R.K. McMullan and P. Sherwood, Organometallics, 11 (1992) 2339;
7. (b) J.C. Lee, A.L. Rheingold, B. Muller, P.S. Pregosin and R.H. Crabtree, J. Chem. Soc., Chem. Commun., (1994) 1021.
8. (a) L. Brammer, J.M. Charnock, P.L. Goggin, R.J. Goodfellow, T.F. Koetzle and A.G. Orpen, J. Chem. Soc., Chem. Commun., (1987) 443;
9. (b) L. Brammer, J.M. Charnock, P.L. Goggin, R.J. Goodfellow, A.G. Orpen and T.F. Koetzle, J. Chem. Soc., Dalton Trans., (1991) 1789.
10. (a) F. Cecconi, C.A. Ghilardi, P. Innocenti, C. Mealli, S. Midollini and A. Orlandini, Inorg. Chem., 23 (1984) 922;
11. (b) C. Creutz and N. Sutin, J. Am. Chem. Soc., 110 (1988) 2418;
12. (c) S.G. Kazarian, P.A. Hamley and M. Poliakoff, J. Am. Chem. Soc., 115 (1993) 9069;
13. (d) L. Brammer and D. Zhao, Organometallics, 13 (1994) 1545.
14. (a) J.C. Lee, Jr., E. Peris, A.L. Rheingold and R.H. Crabtree, J. Am. Chem. Soc., 116 (1994) 11014;
15. (b) E. Peris, J.C. Lee, Jr. and R.H. Crabtree, J. Chem. Soc., Chem. Commun., (1994) 2573;
16. (c) E. Peris, J.C. Lee, Jr., J.R. Rambo, O. Eisenstein and R.H. Crabtree, J. Am. Chem. Soc., 117 (1995) 3485.
17. D. Hedden, D.M. Roundhill, W.C. Fultz and A.L. Rheingold, Organometallics, 5 (1986) 336.
18. I.C.M. Wehman-Ooyevaar, D.M. Grove, P. van der Sluis, A.L. Spek and G. van Koten, J. Chem. Soc., Chem. Commun., (1990) 1367.
19. I.C.M. Wehman-Ooyevaar, D.M. Grove, H. Kooijman, P. van der Sluis, A.L. Spek and G. van Koten, J. Am. Chem. Soc., 114 (1992) 9916.
20. A. Albinati, F. Lianza, P.S. Pregosin and B. Muller, Inorg. Chem., 33 (1994) 2522.
21. J. Fornies, personal communication, 1995.
22. G. Minghetti and M.A. Cinellu, J. Organomet. Chem., 315 (1986) 387.
23. D.M. Roe, P.M. Bailey, K, Moseley and P.M. Maitlis, J. Chem. Soc., Chem. Commun., (1972) 1273.
24. J. Dehand, J. Fischer, M. Pfeffer, A. Mitschler and M. Zinsius, Inorg. Chem., 15 (1976) 2675.
25. H.M. Echols and D. Dennis, Acta Crystallogr., Sect. B, 30 (1974) 2173.
26. L.G. Kuzinina and Y.T. Strukhov, Cryst. Struct. Commun., 8 (1979) 715.
27. A. Albinati, C.G. Anklin, F. Ganazzol, H. Ruegg and P.S. Pregosin, Inorg. Chem., 26 (1987) 503.
28. A. Albinati, C. Arz and P.S. Pregosin, Inorg. Chem., 26 (1987) 508.
29. T. Yoshida, K. Tani, T. Yamagata, Y. Tatsuno and T. Saito, J. Chem. Soc., Chem. Commun., (1990) 292.
30. M. Bortolin, U.E. Bucher, H. Ruegger, L.M. Venanzi, A. Albinati, F. Lianza and S. Trofimenko, Organometallics, 11 (1992) 2514.
31. A. Albinati, P. Pregosin and F. Wombacher, Inorg. Chem., 29 (1990) 1812.
32. H. Jun and R.J. Angelici, Organometallics, 13 (1994) 2454.
33. N. Carr, B.J. Dunne, A.G. Orpen and J.L. Spencer, J. Chem. Soc., Chem. Commun., (1988) 926.
34. R. Taylor, O. Kennard and W. Versichel, Acta Crystallogr., Sect. B, 40 (1984) 280.
35. C. Ceccarelli, G.A. Jeffery and R. Taylor, J. Mol. Struct., 70 (1981) 255.
36. G.M. Dawkins, M. Green, A.G. Orpen and F.A. Stone, J. Chem. Soc., Chem. Commun., (1982) 41.
37. S.J. La Placa and J.A. Ibers, Inorg. Chem., 4 (1965) 778.
38. F.A. Cotton, T. LaCour and A.G. Stanislowski, J. Am. Chem. Soc., 96 (1974) 754.
39. R.K. Brown, J.M. Williams, A.J. Schultz, G.D. Stucky, S.D. Ittel and R.L. Harlow, J. Am. Chem. Soc., 102 (1980) 981.
40. R.H. Crabtree, E.M. Holt, M. Lavin and S.M. Morehouse, Inorg. Chem., 24 (1985) 1986.
41. W. Lamanna and M. Brookhart, J. Am. Chem. Soc., 103 (1981) 989.
42. K. Kanamori, W.E. Broderick, R.F. Jordan, R.D. Willet and J.I. Legg, J. Am. Chem. Soc., 108 (1986) 7122.
43. D.L. Grimmett, J.A. Labinger, J.N. Bonfiglio, S.T. Masuo, E. Shearin and J.S. Miller, Organometallics, 2 (1983) 1325.
44. H.J. Wasserman, G.J. Kubas and R.R. Ryan, J. Am. Chem. Soc., 108 (1986) 2294.
45. M. Tachikawa and E.L. Muetterties, J. Am. Chem. Soc., 102 (1980) 4541.
46. A.J. Schultz, R.K. Brown, J.M. Williams and R.R. Schrock, J. Am. Chem. Soc., 102 (1980) 169.
47. A.J. Schultz, J.M. Williams, R.R. Schrock, G.A. Rupprecht and J.D. Fellmann, J. Am. Chem. Soc., 101 (1979) 1593.
48. M. Green, N.C. Norman and A.G. Orpen, J. Am. Chem. Soc., 103 (1981) 1269.
49. E. Carmona, L. Sanchez, J.M. Marin, M.L. Poveda, J.L. Atwood, R.D. Priester and R.D. Rogers, J. Am. Chem. Soc., 106 (1984) 3214.
50. Z. Dawoodi, M.L.H. Green, V.S.B. Mtetwa and K. Prout, J. Chem. Soc., Chem. Commun., (1982) 1410.
51. Z. Dawoodi, M.L.H. Green, V.S.B. Mtetwa and K. Prout, J. Chem. Soc., Chem. Commun., (1982) 802.
52. K.H. den Haan, L.J. de Boer, J.H. Teuben, A.L. Spek, B. Kojic-Prodic, G.H. Hays and R. Huis, Organometallics, 5 (1986) 1726.
53. F.A. Cotton and V.W. Day, J. Chem. Soc., Chem. Commun., (1974) 415.
54. A. Berry, Z. Dawoodi, A.E. Derome, J.M. Dickenson, A.J. Downs, J.C. Green, M.L.H. Green, P.M. Hare, M.P. Payne, D.W.H. Rankin and H.E. Robertson, J. Chem. Soc., Chem. Commun., (1986) 520.
55. J.W. Bruno, G.M. Smith, T.J. Marks, C.K. Fair, A.J. Schultz and J.M. Williams, J. Am. Chem. Soc., 108 (1986) 40.
56. H. van der Heijden, A.W. Gal, P. Pasman and A.G. Orpen, Organometallics, 4 (1985) 1847.
57. J.H. Wengrovius, R.R. Schrock, M.R. Churchill and H.J. Wasserman, J. Am. Chem. Soc., 104 (1982) 1739.
58. J.C. Jeffery, A.G. Orpen, F.G.A. Stone and M.J. Went, J. Chem. Soc., Dalton Trans., (1986) 173.
59. Z. Dawoodi, M.L.H. Green, V.S.B. Mtetwa and K. Prout, J. Chem. Soc., Chem. Commun., (1982) 802.
60. J.W. Park, P.B. Mackenzie, W.P. Schaefer and R.H. Grubbs, J. Am. Chem. Soc., 108 (1986) 6402.
61. M. Mena, M.A. Pellingheli, P. Royo, R. Serrano and A. Tiripicchio, J. Chem. Soc., Chem. Commun., (1986) 1118.
62. J.Z. Cayias, E.A. Babaian, D.C. Hrncir, S.G. Bott and J.L. Atwood, J. Chem. Soc., Dalton Trans., (1986) 2743.
63. Y.W. Yared, S.L. Miles, R. Bau and C.A. Reed, J. Am. Chem. Soc., 99 (1977) 7076.
64. F.M. Conroy-Lewis, L. Mole, A.D. Redhouse, S.A. Litster and J.L. Spencer, J. Chem. Soc., Chem. Commun., (1991) 1601.
65. A. Salzer, B. Buchmann and H. Schmalle, Acta Crystallogr. Sect. C, 47 (1991) 275.
66. T.A. Albright, J.K. Burdett and M.H. Whangbo, Orbital Interactions in Chemistry, Wiley, New York, 1985.
67. R.H. Crabtree, Angew. Chem., Int. Ed. Engl., 32 (1993) 789-805.
68. G.A. Jeffrey and W. Saenger, Hydrogen Bonding in Biological Structures, Springer, Berlin, 1991.
69. (a) J.O. Noell and P.J. Hay, J. Am. Chem. Soc., 104 (1982) 4578;
70. (b) J.-Y. Saillard and R. Hoffmann, J Am. Chem. Soc., 106 (1984) 2006;
71. (c) A. Sevin, Nouv. J. Chim., 5 (1981) 233;
72. (d) A. Dedieu and A. Strich, Inorg. Chem., 18 (1979) 2940;
73. (e) F.M. Bickelhaupt, E.J. Baerends and W. Ravenek, Inorg. Chem., 29 (1990) 350;
74. (f) N. Koga and K. Morokuma, Chem. Rev., 91 (1991) 823;
75. (g) A.L. Sargeant and M.B. Hall, Inorg. Chem., 31 (1992) 317;
76. (h) A.L. Sargeant, M.B. Hall and M.F. Guest, J. Am. Chem. Soc., 114 (1992) 517;
77. (i) Y. Jean and A. Lledos, Nouv. J. Chim., 10 (1986) 635;
78. (j) S. Sakaki and Y. Musashi, J. Chem. Soc., Dalton Trans., (1994) 3047;
79. (k) S.A. Macgregor, O. Eisenstein, M.K. Whittlesey and R.N. Perutz, 1996, to be published.