Electron pairing analysis of the Fischer-type chromium-carbene complexes (CO)5Cr=C(X)R (X = H, OH, OCH3, NH2, NHCH 3 and R = H, CH3, CH=CH2, Ph, C≡CH)

Chemical Physics

Volumn 294, Issue 2, 2003, Pages 129-139

  Poater, Jordi ^a   Cases, Montserrat ^a   Fradera, Xavier ^a,b   Duran, Miquel ^a   Solà, Miquel ^a  

^a UNIVERSITY OF GIRONA   (Spain)

^b MERCK RESEARCH LABORATORIES   (United States)

Author keywords

3 Center bonding; Atoms in Molecules; Chemical bonding; Electron localization and delocalization; Fischer type chromium carbene complexes

Indexed keywords

CARBENE; CHROMIUM DERIVATIVE;

ARTICLE; CHEMICAL BOND; COMPLEX FORMATION; ELECTRON; MOLECULAR DYNAMICS; THEORY;

EID: 0141961112     PISSN: 03010104     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemphys.2003.07.001     Document Type: Article

References (91)

1. E.O. Fischer, A. Maasböl, Angew. Chem. Int. Ed. Engl. 3 (1964) 580.
2. K.H. Dötz, H. Fischer, P. Hofmann, F.R. Kreissl, U, Schubert, K. Weiss, Transition Metal Carbene Complexes, VCH, Weinheim, 1983.
3. K.H. Dötz, Angew. Chem. Int. Ed. Engl. 23 (1984) 587.
4. L.S. Hegedus, in: Comprehensive Organometallic Chemistry II, vol. 12, Pergamon Press, Oxford, 1995.
5. W.D. Wulff, in: Comprehensive Organic Synthesis, vol. 5, Pergamon Press, Oxford, 1991.
6. W.D. Wulff, Comprehensive Organometallic Chemistry II, Pergamon Press, Oxford, 1995.
7. D.F. Harvey, D.M. Sigano, Chem. Rev. 96 (1996) 271.
8. A. de Meijere, Pure Appl. Chem. 68 (1996) 61.
9. J. Barluenga, J. Pure Appl. Chem. 68 (1996) 543.
10. R. Aumann, H. Nienaber, Adv. Organomet. Chem. 41 (1997) 163.
11. K.H. Dötz, P. Tomuschat, Chem. Soc. Rev. 28 (1999) 187.
12. M.A. Sierra, Chem. Rev. 100 (2000) 3591.
13. M.W. Davies, C.N. Johnson, J.P.A. Harrity, J. Org. Chem. 66 (2001) 3525.
14. J. Barluenga, A.L. Suárez-Sobrino, M. Tomás, S. García-Granda, R. Santiago-García, J. Am. Chem. Soc. 123 (2001) 10494.
15. J. Barluenga, J. Pure Appl. Chem. 71 (1999) 1385.
16. H.-G. Schmalz, Angew. Chem. Int. Ed. Engl. 33 (1994) 303.
17. H.-W. Frühauf, Chem. Rev. 97 (1997) 523.
18. J. Barluenga, S. Martínez, A.L. Suárez-Sobrino, M. Tomás, J. Am. Chem. Soc. 123 (2001) 11113.
19. J. Barluenga, M. Tomás, E. Rubio, J.A. López-Pelegrin, S. García-Granda, M.P. Priede, J. Am. Chem. Soc. 121 (1999) 3065.
20. M.J.S. Dewar, Bull. Soc. Chim. Fr. 18 (1951) C79.
21. J. Chatt, L.A. Duncanson, J. Am. Chem. Soc. (1953) 2929.
22. C.-C. Wang, Y. Wang, H.-J. Liu, K.-J. Lin, L.-K. Chou, K.-S. Chan, J. Phys. Chem. A 101 (1997) 8887.
23. T.F. Block, R.F. Fenske, J. Am. Chem. Soc. 99 (1977) 4321.
24. K.H. Dötz, Angew. Chem. Int. Ed. Engl. 14 (1975) 644.
25. C.F. Bernasconi, G.S. Perez, J. Am. Chem. Soc. 122 (2000) 12441.
26. C.F. Bernasconi, M. Ali, F. Lu, J. Am. Chem. Soc. 122 (2000) 1352.
27. W.Q. Jiang, M.J. Fuertes, W.D. Wulff, Tetrahedron 56 (2000) 2183.
28. T.F. Block, R.F. Fenske, C.P. Casey, J. Am. Chem. Soc. 98 (1976) 441.
29. R.J. Goddard, R. Hoffmann, E.D. Jemmis, J. Am. Chem. Soc. 102 (1980) 7667.
30. F. Volatron, O. Eisenstein, J. Am. Chem. Soc. 108 (1986) 2173.
31. H. Nakatsuji, J. Ushio, S. Han, T. Yonezawa, J. Am. Chem. Soc. 105 (1983) 426.
32. J. Ushio, H. Nakatsuji, T. Yonezawa, J. Am. Chem. Soc. 106 (1984) 5892.
33. D.S. Marynick, C.M. Kirkpatrick, J. Am. Chem. Soc. 107 (1985) 1993.
34. T.R. Cundari, M.S. Gordon, J. Am. Chem. Soc. 113 (1991) 5231.
35. T.R. Cundari, M.S. Gordon, J. Am. Chem. Soc. 114 (1992) 539.
36. T.R. Cundari, M.S. Gordon, Organometallics 11 (1992) 55.
37. T.E. Taylor, M.B. Hall, J. Am. Chem. Soc. 106 (1984) 1576.
38. E.A. Carter, W.A. Goddard, J. Am. Chem. Soc. 108 (1986) 4746.
39. A. Márquez, J. Fernández Sanz, J. Am. Chem. Soc. 114 (1992) 2903.
40. H. Jacobsen, G. Schreckenbach, T. Ziegler, J. Phys. Chem. 98 (1994) 11406.
41. H. Jacobsen, T. Ziegler, Organometallics 14 (1995) 224.
42. A.W. Ehlers, S. Dapprich, S.F. Vyboishchikov, G. Frenking, Organometallics 15 (1996) 105.
43. H. Jacobsen, T. Ziegler, Inorg. Chem. 35 (1996) 775.
44. N. Fröhlich, U. Pidun, M. Stahl, G. Frenking, Organometallics 16 (1997) 442.
45. G. Frenking, U. Pidun, J. Chem. Soc. Dalton Trans. (1997) 1653.
46. M. Torrent, M. Duran, M. Solà, Organometallics 17 (1998) 1492.
47. S.F. Vyboishchikov, G. Frenking, Chem. Eur. J. 4 (1998) 1428.
48. A. Beste, O. Krämer, A. Gerhard, G. Frenking, Eur. J. Inorg. Chem. (1999) 2037.
49. G. Frenking, J. Organomet. Chem. 635 (2001) 9.
50. M. Cases, G. Frenking, M. Duran, M. Solà, Organometallics 21 (2002) 4182.
51. S. Dapprich, G. Frenking, CDA 2.1, Marburg, 1994.
52. S. Dapprich, G. Frenking, J. Phys. Chem. 99 (1995) 9352.
53. F.M. Bickelhaupt, N.M.M. Nibbering, E.M. van Wezenbeek, E.J. Baerends, J. Phys. Chem. 96 (1992) 4864.
54. T. Ziegler, A. Rauk, Inorg. Chem. 18 (1979) 1755.
55. T. Ziegler, A. Rauk, Inorg. Chem. 18 (1979) 1558.
56. T. Ziegler, A. Rauk, Theor. Chim. Acta 46 (1977) 1.
57. K. Kitaura, K. Morokuma, Int. J. Quantum Chem. 10 (1976) 325.
58. R.F.W. Bader, Atoms in Molecules: A Quantum Theory, Clarendon Press, Oxford, 1990.
59. X. Fradera, M.A. Austen, R.F.W. Bader, J. Phys. Chem. A 103 (1999) 304.
60. P.J. MacDougall, R.F.W. Bader, Can. J. Chem. 64 (1986) 1496.
61. M. Tafipolsky, W. Scherer, K. Öfele, G. Artus, B. Pedersen, W.A. Herrmann, G.S. McGrady, J. Am. Chem. Soc. 124 (2002) 5865.
62. M.J. Frisch et al., Gaussian 98, Rev. A11, Pittsburgh, PA, 1998.
63. A.D. Becke, J. Chem. Phys. 98 (1993) 5648.
64. W.J. Hehre, R. Ditchfield, J.A. Pople, J. Chem. Phys. 56 (1972) 2257.
65. E.J. Baerends, D.E. Ellis, P. Ros, Chem. Phys. 2 (1973) 41.
66. C. Fonseca Guerra, O. Visser, J.G. Snijders, G. te Velde, E.J. Baerends, in: E. Clementi, G. Coringiu (Eds.), Methods and Techniques for Computational Chemistry, STEF, Cagliari, 1995, p. 305.
67. G. te Velde, F.M. Bickelhaupt, E.J. Baerends, C. Fonseca Guerra, S.J.A. Van Gisbergen, J.G. Snijders, T. Ziegler, J. Comput. Chem. 22 (2001) 931.
68. A.D. Becke, J. Chem. Phys. 84 (1986) 4524.
69. A.D. Becke, Int. J. Quantum Chem. 23 (1983) 1915.
70. J.P. Perdew, Phys. Rev. B 33 (1986) 8822.
71. J.G. Snijders, E.J. Baerends, P. Vernooijs, At. Nucl. Data Tables 26 (1982) 483.
72. P. Vernooijs, J.G. Snijders, E.J. Baerends, Slater Type Basis Functions for the Whole Periodic System. Internal Report, Vrije Universiteit of Amsterdam, Amsterdam, 1981.
73. F.W. Biegler-König, R.F.W. Bader, T.-H. Tang, J. Comput. Chem. 3 (1982) 317.
74. K.B. Wiberg, Tetrahedron 24 (1968) 1083.
75. R. Ponec, M. Strnad, Int. J. Quantum Chem. 50 (1994) 43.
76. R. Ponec, F. Uhlik, J. Mol. Struct. (Theochem) 391 (1997) 159.
77. R. Bochicchio, R. Ponec, L. Lain, A. Torre, J. Phys. Chem. A 104 (2000) 9130.
78. R. Ponec, R. Carbó-Dorca, Int. J. Quantum Chem. 72 (1999) 85.
79. J. Poater, M. Solà, M. Duran, X. Fradera, Theor. Chem. Acc. 107 (2002) 362.
80. A.B. Sannigrahi, T. Kar, Chem. Phys. Lett. 173 (1990) 569.
81. A.B. Sannigrahi, P.K. Nandi, L. Beherea, T. Kar, J. Mol. Struct. (Theochem) 276 (1992) 259.
82. K.C. Mundim, M. Giambiagi, M.S. de Giambiagi, J. Phys. Chem. 98 (1994) 6118.
83. M. Giambiagi, M.S. de Giambiagi, K.C. Mundim, Struct. Chem. 1 (1990) 123.
84. R. Bochicchio, R. Ponec, A. Torre, L. Lain, Theor. Chem. Acc. 105 (2001) 292.
85. R. Bochicchio, L. Lain, A. Torre, R. Ponec, J. Math. Chem. 28 (2000) 83.
86. T. Kar, E. Sánchez Marcos, Chem. Phys. Lett. 192 (1992) 14.
87. R. Ponec, I. Mayer, J. Phys. Chem. A 101 (1997) 1738.
88. R.D. Topsom, Acc. Chem. Res. 16 (1983) 292.
89. X. Fradera, J. Poater, S. Simon, M. Duran, M. Solà, Theor. Chem. Acc. 108 (2002) 214.
90. J. Molina Molina, J.A. Dobado, Theor. Chem. Acc. 105 (2001) 328.
91. T. Kar, J.G. Ángyán, A.B. Sannigrahi, J. Phys. Chem. A 104 (2000) 9953.