The role of cyclopentadienyl versus indenyl in Mo(II) spirodiene complexes reactivity: A DFT mechanistic study

Inorganica Chimica Acta

Volumn 363, Issue 3, 2010, Pages 555-561

  Veiros, Luis F ^a   Honzíček, Jan ^b   Romão, Carlos C ^b   Calhorda, Maria José ^c  

^a INSTITUTO SUPERIOR TÉCNICO   (Portugal)

^b INSTITUTO DE TECNOLOGIA QUÍMICA E BIOLÓGICA   (Portugal)

^c UNIVERSITY OF LISBON   (Portugal)

Author keywords

DFT; Indenyl slippage; Molybdenum; Reaction mechanisms; Spirodiene

Indexed keywords

MOLYBDENUM; OLEFINS;

ACTIVATION BARRIERS; CYCLOPENTADIENYLS; HAPTOTROPIC REARRANGEMENTS; INDENYL; KINETICALLY CONTROLLED; MECHANISTIC STUDIES; REACTION MECHANISM; SPIRODIENE;

MOLYBDENUM COMPOUNDS;

EID: 75749096279     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ica.2009.03.029     Document Type: Article

References (73)

1. Köpf H., and Köpf-Maier P. Angew. Chem., Int. Ed. Engl. 18 (1979) 477
2. Wald J., Alberto R., Ortmer K., and Candreia L. Angew. Chem., Int. Ed. Engl. 40 (2001) 3062
3. Schibli R., and Schubiger P.A. Eur. J. Nucl. Med. 29 (2002) 1529
4. Allen O.R., Croll L., Gott A.L., Knox R.J., and McGowan P.C. Organometallics 23 (2004) 288
5. Causey P.W., Baird M.C., and Cole S.P.C. Organometallics 23 (2004) 4486
6. Bottrill M., and Green M. J. Chem. Soc., Dalton Trans. (1977) 2365
7. Ascenso J.R., de Azevedo C.G., Gonçalves I.S., Herdtweck E., Moreno D.S., Romão C.C., and Zühlke J. Organometallics 13 (1994) 429
8. Gonçalves I.S., and Romão C.C. J. Organomet. Chem. 486 (1995) 155
9. Barretta A., Cloke F.G.N., Feigenbaum A., Green M.L.H., Gourdon A., and Prout K. J. Chem. Soc., Chem. Commun. (1981) 156
10. Amor F., Royo P., Spaniol T.P., and Okuda J. J. Organomet. Chem. 604 (2000) 126
11. Barretta A., Chong K.S., Cloke F.G.N., Feigenbaum A., and Green M.L.H. J. Chem. Soc., Dalton Trans. (1983) 861
12. Honzíček J., Paz F.A., and Romão C.C. Eur. J. Inorg. Chem. 18 (2007) 2827
13. Rerek M.E., Ji L.-N., and Basolo F. J. Chem. Soc., Chem. Commun. (1983) 1208
14. O'Connor J.M., and Casey C.P. Chem. Rev. 87 (1987) 307
15. Jones D.J., and Mawby R.J. Inorg. Chim. Acta 6 (1972) 157
16. Hart-Davis A.J., and Mawby R.J. J. Chem. Soc. A (1969) 2403
17. White C., and Mawby R.J. Inorg. Chim. Acta 4 (1970) 261
18. Hart-Davis A.J., White C., and Mawby R.J. Inorg. Chim. Acta 4 (1970) 441
19. Anh N.T., Elian M., and Hoffmann R. J. Am. Chem. Soc. 100 (1978) 110
20. Calhorda M.J., Gamelas C.A., Gonçalves I.S., Herdtweck E., Romão C.C., and Veiros L.F. Organometallics 17 (1998) 2597
21. Calhorda M.J., Félix V., and Veiros L.F. Coord. Chem. Rev. 230 (2002) 49
22. Calhorda M.J., Romão C.C., and Veiros L.F. Chem. Eur. J. 8 (2002) 868
23. Calhorda M.J., and Veiros L.F. Coord. Chem. Rev. 185-186 (1999) 37
24. Stoll M.E., Belanzoni P., Calhorda M.J., Drew M.G.B., Félix V., Geiger W.E., Gamelas C.A., Gonçalves I.S., Romão C.C., and Veiros L.F. J. Am. Chem. Soc. 123 (2001) 10595
25. Prinz M., Veiros L.F., Calhorda M.J., Romão C.C., Herdtweck E., Kühn F., and Herrmann W.H. J. Organomet. Chem. 691 (2006) 4446
26. Pereira C.C.L., Costa P.J., Calhorda M.J., Freire A.C., Rodrigues S.S., Herdtweck E., and Romão C.C. Organometallics 25 (2006) 5223
27. Parr R.G., and Yang W. Density Functional Theory of Atoms and Molecules (1989), Oxford University Press, New York
28. Faller J.W., Crabtree R.H., and Habib A. Organometallics 4 (1985) 929
29. Albright T.A., Burdett J.K., and Whangbo M.H. Orbital Interactions in Chemistry (1985), John Wiley & Sons, NY
30. Wiberg K.B. Tetrahedron 24 (1968) 1083
31. Wiberg indices are electronic parameters related to the electron density between atoms. They can be obtained from a Natural Population Analysis and provide an indication of the bond strength.
32. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, Gaussian 03, Revision C.02, Gaussian Inc., Wallingford CT, 2004.
33. Hehre W.J., Radom L., Schleyer P.v.R., and Pople J.A. Ab Initio Molecular Orbital Theory (1986), John Wiley & Sons, NY
34. Perdew J.P., Burke K., and Ernzerhof M. Phys. Rev. Lett. 78 (1997) 1396
35. Perdew J.P. Phys. Rev. B 33 (1986) 8822
36. Dunning Jr. T.H., and Hay P.J. In: Schaefer III H.F. (Ed). Modern Theoretical Chemistry vol. 3 (1976), Plenum, New York 1
37. Hay P.J., and Wadt W.R. J. Chem. Phys. 82 (1985) 270
38. Wadt W.R., and Hay P.J. J. Chem. Phys. 82 (1985) 284
39. Hay P.J., and Wadt W.R. J. Chem. Phys. 82 (1985) 2299
40. Ehlers A.W., Böhme M., Dapprich S., Gobbi A., Höllwarth A., Jonas V., Köhler K.F., Stegmann R., Veldkamp A., and Frenking G. Chem. Phys. Lett. 208 (1993) 111
41. Ditchfield R., Hehre W.J., and Pople J.A. J. Chem. Phys. 54 (1971) 724
42. Hehre W.J., Ditchfield R., and Pople J.A. J. Chem. Phys. 56 (1972) 2257
43. Hariharan P.C., and Pople J.A. Mol. Phys. 27 (1974) 209
44. Gordon M.S. Chem. Phys. Lett. 76 (1980) 163
45. Hariharan P.C., and Pople J.A. Theor. Chim. Acta 28 (1973) 213
46. Peng C., Ayala P.Y., Schlegel H.B., and Frisch M.J. J. Comp. Chem. 17 (1996) 49
47. Peng C., and Schlegel H.B. Israel J. Chem. 33 (1994) 449
48. Carpenter J.E., and Weinhold F. J. Mol. Struct. (Theochem) 169 (1988) 41
49. J. E. Carpenter, PhD Thesis, University of Wisconsin, Madison, WI, 1987.
50. Foster J.P., and Weinhold F. J. Am. Chem. Soc. 102 (1980) 7211
51. Reed A.E., and Weinhold F. J. Chem. Phys. 78 (1983) 4066
52. Reed A.E., and Weinhold F. J. Chem. Phys. 78 (1985) 1736
53. Reed A.E., Weinstock R.B., and Weinhold F. J. Chem. Phys. 83 (1985) 735
54. Reed A.E., Curtiss L.A., and Weinhold F. Chem. Rev. 88 (1988) 899
55. Weinhold F., and Carpenter J.E. The Structure of Small Molecules and Ions (1988), Plenum, New York p. 227
56. Binkley J.S., Pople J.A., and Hehre W.J. J. Am. Chem. Soc. 102 (1980) 939
57. Gordon M.S., Binkley J.S., Pople J.A., Pietro W.J., and Hehre W.J. J. Am. Chem. Soc. 10 (1982) 2797
58. Pietro W.J., Francl M.M., Hehre W.J., Defrees D.J., Pople J.A., and Binkley J.S. J. Am. Chem. Soc. 104 (1982) 5039
59. Dobbs K.D., and Hehre W.J. J. Comp. Chem. 7 (1986) 359
60. Dobbs K.D., and Hehre W.J. J. Comp. Chem. 8 (1987) 861
61. Dobbs K.D., and Hehre W.J. J. Comp. Chem. 8 (1987) 880
62. McClean A.D., and Chandler G.S. J. Chem. Phys. 72 (1980) 5639
63. Krishnan R., Binkley J.S., Seeger R., and Pople J.A. J. Chem. Phys. 72 (1980) 650
64. Wachters A.J.H. J. Chem. Phys. 52 (1970) 1033
65. Hay P.J. J. Chem. Phys. 66 (1977) 4377
66. Raghavachari K., and Trucks G.W. J. Chem. Phys. 91 (1989) 1062
67. Binning R.C., and Curtiss L.A. J. Comput. Chem. 103 (1995) 6104
68. McGrath M.P., and Radom L. J. Chem. Phys. 94 (1991) 511
69. Cancès M.T., Mennucci B., and Tomasi J. J. Chem. Phys. 107 (1997) 3032
70. Cossi M., Barone V., Mennucci B., and Tomasi J. Chem. Phys. Lett. 286 (1998) 253
71. Mennucci B., and Tomasi J. J. Chem. Phys. 106 (1997) 5151
72. Tomasi J., Mennucci B., and Cammi R. Chem. Rev. 105 (2005) 2999
73. Cossi M., Scalmani G., Rega N., and Barone V. J. Chem. Phys. 117 (2002) 43