Haptotropic shifts in organometallic complexes with η5-coordinated π ligands

Journal of Organometallic Chemistry

Volumn 587, Issue 2, 1999, Pages 221-232

  Veiros, Luis F ^a  

^a INSTITUTO SUPERIOR TÉCNICO   (Portugal)

Author keywords

Haptotropic shifts; Molecular orbital calculations; Ring folding; Ring slippage; Tricarbonylmanganese

Indexed keywords

EID: 0001499304     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-328X(99)00327-7     Document Type: Article

References (76)

1. J.M. O'Connor, C.P. Casey, Chem. Rev. 87 (1987) 307.
2. M.E. Rerek, L.-N. Ji, F. Basolo, J. Chem. Soc. Chem. Commun. (1983) 1208.
3. T.B. Marder, D.C. Roe, D. Milstein, Organometallics 7 (1988) 1451.
4. A. Borrini, P. Diversi, G. Ingrosso, A. Lucherini, G. Serra, J. Mol. Catal. 30 (1985) 181.
5. H. Bönnemann, Angew. Chem. Int. Ed. Engl. 24 (1985) 248.
6. T. Foo, R.G. Bergman, Organometallics 11 (1992) 1801.
7. M.A. Schmid, H.G. Alt, W. Milius, J. Organomet. Chem. 514 (1996) 45.
8. G.H. Llinas, R.O. Day, M.D. Rausch, J.C.W. Chien, Organometallics 12 (1993) 1283.
9. C.E. Garrett, G.C. Fu, J. Org. Chem. 63 (1998) 1370.
10. L.-N. Ji, M.E. Rerek, F. Basolo, Organometallics 3 (1984) 740.
11. F.H. Allen, J.E. Davies, J.J. Galloy, O. Johnson, O. Kennard, C.F. Macrae, D.G. Watson, J. Chem. Inf. Comp. Sci. 31 (1991) 204.
12. W. Simanko, V.N. Sapunov, R. Schmid, K. Kirchner, S. Wherland, Organometallics 17 (1998) 2391.
13. G. Huttner, H.H. Britzinger, L.G. Bell, P. Frieddrich, V. Bejenke, D. Neugebauer, J. Organomet. Chem. 141 (1978) 329.
14. G.A. Miller, M.J. Therien, W.C. Trogler, J. Organomet. Chem. 383 (1990) 271.
15. J.R. Ascenso, C.G. Azevedo, I.S. Gonçalves, E. Herdtweck, D.S. Moreno, M. Pessanha, C.C. Romão, Organometallics 14 (1995) 3901.
16. M.J. Calhorda, V. Félix, C.A. Gamelas, I.S. Gonçalves, C.C. Romão, L.F. Veiros, to be submitted.
17. M.J. Calhorda, C.A. Gamelas, I.S. Gonçalves, E. Herdtweck, J.P. Lopes, C.C. Romão, L.F. Veiros, XIIth FECHEM, Prague, Czech Republic, 1997.
18. M.J. Calhorda, V. Félix, C.A. Gamelas, I.S. Gonçalves, C.C. Romão, L.F. Veiros, XVII Reunión del Grupo Especializado de Química Organometálica, Barcelona, Spain, 1998.
19. S. Lee, S.R. Lovelace, N.J. Cooper, Organometallics 14 (1995) 1974.
20. C. Amatore, A. Ceccon, S. Santi, J.-N. Verpeaux, Chem. Eur. J. 3/2 (1997) 279.
21. M.J. Calhorda, C.A. Gamelas, I.S. Gonçalves, E. Herdtweck, C.C. Romão, L.F. Veiros, Organometallics 17 (1998) 2597.
22. L.-N. Ji, M.E. Rerek, F. Basolo, Organometallics 3 (1984) 740.
23. R.M. Kowalewski, A.L. Rheingold, W.C. Trogler, F. Basolo, J. Am. Chem. Soc. 108 (1986) 2460.
24. Z. Zhou, C. Jablonski, J. Brisdon, J. Organomet. Chem. 461 (1993) 215.
25. R.N. Biagioni, A.D. Luna, J.L. Murphy, J. Organomet. Chem. 476 (1994) 183.
26. D.A. Brown, N.J. Fitzpatrick, W.K. Glass, H.A. Ahmed, D. Cunningham, P. McArdle, J. Organomet. Chem. 455 (1993) 157.
27. K.A. Pevear, M.M. Banaszak Holl, G.B. Carpenter, A.L. Rieger, P.H. Rieger, D.A. Sweigart, Organometallics 14 (1995) 512.
28. J.S. Merola, R.T. Kacmarcik, D. Van Engen, J. Am. Chem. Soc. 108 (1986) 329.
29. T.C. Forschner, A.R. Cutler, R.K. Kullnig, Organometallics 6 (1987) 889.
30. R. Poli, S.P. Mattamana, L.R. Falvello, Gazz. Chim. Ital. 122 (1992) 315.
31. J.R. Ascenso, C.G. Azevedo, I.S. Gonçalves, E. Herdtweck, D.S. Moreno, C.C. Romão, J. Zühlke, Organometallics 13 (1994) 429.
32. I.S. Gonçalves, C.C. Romão, J. Organomet. Chem. 486 (1995) 155.
33. J.W. Faller, R.H. Crabtree, A. Habib, Organometallics 4 (1985) 929.
34. J.W. Faller, C.-C. Chen, M.J. Mattina, A. Jakubowski, J. Organomet. Chem. 52 (1973) 361.
35. T.A. Huber, F. Bélanger-Gariépy, D. Zargarian, Organometallics 14 (1995) 4997.
36. T.A. Huber, M. Bayrakdarian, S. Dion, I. Dubuc, F. Bélanger-Gariépy, D. Zargarian, Organometallics 16 (1997) 5811.
37. R.H. Crabtree, C.P. Panell, Organometallics 3 (1984) 1727.
38. T.B. Marder, J.C. Calabrese, D.C. Roe, T.H. Tulip, Organometallics 6 (1987) 2012.
39. R.N. Biagioni, I.M. Lorkovic, J. Skelton, J.B. Hartung, Organometallics 9 (1990) 547.
40. M.E. Rerek, F. Basolo, Organometallics 3 (1984) 647.
41. A. Decken, J.F. Britten, M.J. McGlinchey, J. Am. Chem. Soc. 115 (1993) 7275.
42. A. Decken, S.S. Rigby, L. Girard, A.D. Bain, M.J. McGlinchey, Organometallics 16 (1997) 1308.
43. G.M. Diamond, M.L.H. Green, P. Mountford, N.A. Popham, A.N. Chernega, J. Chem. Soc. Chem. Commun. (1994) 103.
44. M. Bochmann, S.J. Lancaster, M.B. Hursthouse, M. Mazid, Organometallics 12 (1993) 4718.
45. M.J. Calhorda, I.S. Gonçalves, E. Herdtweck, C.C. Romão, B. Royo, L.F. Veiros, Organometallics, accepted for publication.
46. T.A. Albright, P. Hofmann, R. Hoffmann, C.P. Lillya, P.A. Dobosh, J. Am. Chem. Soc. 105 (1983) 3396.
47. A.K. Kakkar, N.J. Taylor, J.C. Calabrese, W.A. Nugent, D.C. Roe, E.A. Connaway, T.B. Marder, J. Chem. Soc. Chem Commun. (1989) 990.
48. D. O'Hare, J.C. Green, T.B. Marder, S. Collins, G. Stringer, A.K. Kakkar, N. Kaltsoyannis, A. Kuhn, R. Lewis, C. Mehnert, P. Scott, M. Kurmoo, S. Pugh, Organometallics 11 (1992) 48.
49. N.S. Crossley, J.C. Green, A. Nagy, G. Stringer, J. Chem. Soc. Dalton Trans. (1989) 2139.
50. T.M. Frankcom, J.C. Green, A. Nagy, A.K. Kakkar, T.B. Marder, Organometallics 12 (1993) 3688.
51. J.C. Green, R.P.G. Parkin, X. Yang, A. Haaland, W. Scherer, M. Tapifolsky, J. Chem. Soc. Dalton Trans. (1997) 3219.
52. C.N. Field, J.C. Green, A.G.J. Moody, M.R.F. Siggel, Chem. Phys. 206 (1996) 211.
53. C. Bonifaci, A. Ceccon, S. Santi, C. Mealli, R.W. Zoellner, R.W., Inorg. Chim. Acta 240 (1995) 541.
54. M.J. Calhorda, L.F. Veiros, Coord. Chem. Rev. 185-186 (1999) 37.
55. R. Hoffmann, J. Chem. Phys. 39 (1963) 1397.
56. R. Hoffmann, W.N. Lipscomb, J. Chem. Phys. 36 (1962) 2179.
57. T.A. Albright, J.K. Burdett, M.H. Whangbo, Orbital Interactions in Chemistry, John Wiley, New York, 1985.
58. J. Cowie, E.J.M. Hamilton, J.C.V. Laurie, A.J. Welch, J. Organomet. Chem. 394 (1990) 1.
59. M.B. Honan, J.L. Atwood, I. Bernal, W.A. Herrmann, J. Organomet. Chem. 179 (1979) 403.
60. W.L. Bell, C.J. Curtis, A. Miedaner, C.W. Eigenbrot Jr., R.C. Haltiwanger, C.G. Pierpont, J.C. Smart, Organometallics 7 (1988) 691.
61. W.L. Bell, C.J. Curtis, C.W. Eigenbrot Jr., C.G. Pierpont, J.L. Robbins, J.C. Smart, Organometallics 6 (1987) 266.
62. Ref. taken from the CSD: A.I. Yarmolenko, S.V. Kukharenko, L.N. Novikova, N.A. Ustynyuk, F.M. Dolgushin, A.I. Yanovsky, Yu. T. Struchkov, T.G. Kaftaeva, Yu. F. Oprunenko, V.V. Strelets, Izv. Akad. Nauk SSSR Ser. Khim. (1996) 199.
63. D.L. Kershner, A.L. Rheingold, F. Basolo, Organometallics 6 (1987) 196.
64. J.E. Joachim, C. Apostolidis, B. Kanellakopulos, D. Meyer, K. Raptis, J. Rebizant, M.L. Ziegler, J. Organomet. Chem. 476 (1994) 77.
65. T.A. Waldbach, P.H. van Rooyen, S. Lotz, Angew. Chem. Int. Ed. Engl. 32 (1993) 710.
66. T.A. Waldbach, P.H. van Rooyen, S. Lotz, Organometallics 12 (1993) 4250.
67. W.A. Herrmann, I. Schweizer, P.S. Skell, M.L. Ziegler, K. Weidenhammer, B. Nuber, Chem. Ber. 112 (1979) 2423.
68. N.I. Pyshnograeva, V.N. Setkina, V.G. Andrianov, Y. Struchkov, D.N. Kursanov, J. Organomet. Chem. 186 (1980) 331.
69. GAUSSIAN 98, Revision A.6, M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Zakrzewski, J.A. Montgomery Jr., R.E. Stratmann, J.C. Burant, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G.A. Petersson, P.Y. Ayala, Q. Cui, K. Morokuma, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J. Cioslowski, J.V. Ortiz, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, J.L. Andres, C. Gonzalez, M. Head-Gordon, E.S. Replogle, and J.A. Pople, Gaussian, Inc., Pittsburgh PA, 1998.
70. W.J. Hehre, L. Radom, P. v.R. Schleyer, J.A. Pople, Ab Initio Molecular Orbital Theory, John Wiley, New York, 1986.
71. R.G. Parr, W. Yang, Density Functional Theory of Atoms and Molecules, Oxford University Press, New York, 1989.
72. A.D. Becke, J. Chem. Phys. 98 (1993) 5648.
73. C. Lee, W. Yang, R.G. Parr, Phys. Rev. B 37 (1988) 785.
74. B. Miehlich, A. Savin, H. Stoll, H. Preuss, Chem. Phys. Lett. 157 (1989) 200.
75. C. Mealli, D.M. Proserpio, J. Chem. Ed. 67 (1990) 39.
76. J.H. Ammeter, H.-J. Bürgi, J.C. Thibeault, R. Hoffmann, J. Am. Chem. Soc. 100 (1978) 3686.