Valence bond concepts applied to the molecular mechanics description of molecular shapes. 2. Applications to hypervalent molecules of the P-block

Journal of the American Chemical Society

Volumn 118, Issue 25, 1996, Pages 6020-6030

  Cleveland, Thomas ^a   Landis, Clark R ^a  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

FLUORIDE;

ARTICLE; COMPUTER SIMULATION; DRUG STRUCTURE; MOLECULAR DYNAMICS; QUANTUM MECHANICS; THEORY;

EID: 0030037919     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9506521     Document Type: Article

References (75)

1. Westheimer, F. H. Steric Effects in Organic Chemistry; John Wiley: New York, 1956.
2. Lifson, S.; Warshel, A. J. Chem. Phys. 1968, 49, 5116.
3. Allinger, N. L.; Sprague, J. J. Am. Chem. Soc. 1973, 95, 3893.
4. Allinger, N. L. J. Am. Chem. Soc. 1977, 99, 8127.
5. Allinger, N. L.; Yuh, Y. H.; Lii, J.-H. J. Am. Chem. Soc. 1989, 111, 8551.
6. Allinger, N. L.; Lii, J.-H. J. Am. Chem. Soc. 1989, 111, 8566.
7. Allinger, N. L.: Lii, J.-H. J. Am. Chem. Soc. 1989, 111, 8576.
8. Rasmussen, K. Potential Energy Functions in Conformational Analysis; Springer-Verlag: Berlin, 1985; Vol. 37, pp 231.
9. Brooks, B. R.; Bruccoleri, R. E.; Olafson, B. D.; States, D. J.; Swaminathan, S.; Karplus, M. J. Comput. Chem. 1983, 4, 187.
10. Brooks, C. L., III; Karplus, M.; Pettitt, B. M. Proteins: A Theoretical Perspective of Dynamics, Structure, and Thermodynamics; John Wiley & Sons: New York, 1988; Vol. LXXI.
11. Weiner, P.; Kollman, P. J. Comput. Chem. 1981, 2, 287.
12. Casewit, C. J.; Colwell, K. S.; Rappé, A. K. J. Am. Chem. Soc. 1992, 114, 10046.
13. Casewit, C. J.; Colwell, K. S.; Rappé, A. K. J. Am. Chem. Soc. 1992, 114, 10035.
14. Allured, V. S.; Kelly, C.; Landis, C. R. J. Am. Chem. Soc. 1991, 113, 1.
15. Rappé, A. K.; Casewit, C. J.; Colwell, K. S.; Goddard, W. A. I.; Skiff, W. M. J. Am. Chem. Soc. 1992, 114, 10024.
16. Rappé, A. K.; Colwell, K. S.; Casewit, C. J. Inorg. Chem. 1993, 32, 3438.
17. Root, D. M.; Landis, C. R.; Cleveland, T. J. Am. Chem. Soc. 1993, 115, 4201.
18. Doman, T. N.; Landis, C. R.; Bosnich, B. J. Am. Chem. Soc. 1992, 114, 7264.
19. Hay, B. P. Coord. Chem. Rev. 1993, 126, 177.
20. Hancock, R. D. Progress In Inorganic Chemistry 1989, 37, 187.
21. Gajewski, J. J.; Gilbert, K. E.; McKelvey, J. In Advances in Molecular Modeling; D. Liotta, Ed.; JAI Press: Greenwich, CT, 1990; Vol. 2; pp 65.
22. Comba, P. Coord. Chem. Rev. 1993, 123, 1.
23. Vedani, A. J. Comput. Chem. 1988, 9, 269.
24. Schleyer, P. v. R. Chem. Eng. News 1984, 62, 4.
25. Martin, J. C. Chem. Eng. News 1984, 62, 4.
26. Harcourt, R. D. Chem. Eng. News 1985, 63, 3.
27. Musher, J. Angew. Chem., Int. Ed. Engl. 1969, 8, 54.
28. Deiters, J. A.; Gallucci, J. C.; Clark, T. E.; Holmes, R. R. J. Am. Chem. Soc. 1977, 99, 5461.
29. Holmes, R. R. Pentacoordinated Phosphorous; American Chemical Society: Washington, DC, 1980; Vol. 1-2.
30. Bartell, L. S.; Plato, V. J. Am. Chem. Soc. 1973, 95, 3097.
31. Bartell, L. S. Croat. Chem. Acta 1984, 57, 927.
32. Hay, B. P. Inorg. Chem. 1990, 30, 2876.
33. Kepert, D. L. Inorganic Stereochemistry; Springer-Verlag: Berlin, 1982.
34. Vedani, A.; Huhta, D. W. J. Am. Chem. Soc. 1990, 112, 4759.
35. Root, D. M.; Landis, C. R.; unpublished results.
36. Pauling, L. Proc. Natl. Acad. Sci. U.S.A. 1928, 14, 359.
37. Pauling, L. J. Am. Chem. Soc. 1931, 58, 1367.
38. Bent, H. Chem. Rev. 1961, 61, 275.
39. Rappé, A. J.; unpublished results.
40. Pimentel, G. C. J. Chem. Phys. 1951, 19, 446.
41. Rundle, R. E. Rec. Chem. Prog. 1962, 23, 194.
42. Coulson, C. A. J. Chem. Soc. 1964, 1442.
43. Coulson, C. A. J. Chem. Phys. 1966, 44, 468.
44. Musher, J. L. J. Am. Chem. Soc. 1972, 94, 1370.
45. Bagus, P. S.; Liu, B.; Schaefer, H. F. J. Am. Chem. Soc. 1972, 94, 6635.
46. Bagus, P. S.; Liu, B.; Liskow, D. H.; Schaefer, H. F. J. Am. Chem. Soc. 1975, 97, 7216.
47. Hay, P. J. J. Am. Chem. Soc. 1977, 99, 1003.
48. Kiang, T.; Zare, R. N. J. Am. Chem. Soc. 1980, 102, 4024.
49. Kutzelnigg, W. Angew. Chem., Int. Ed. Engl. 1984, 23, 272.
50. Kutzelnigg, W. J. Mol. Struct. 1988, 169, 403.
51. Reed, A. E.; Schleyer, P. v. R. J. Am. Chem. Soc. 1990, 112, 1434.
52. Magnusson, E. J. Am. Chem. Soc. 1990, 112, 7940.
53. Cooper, D. L.; Cunningham, T. P.; Gerratt, J.; Karadakov, P. B.; Raimondi, M. J. Am. Chem. Soc. 1994, 116, 4414.
54. Reed, A. E.; Weinhold, F. J. Am. Chem. Soc. 1986, 108, 3586.
55. Reed, A. E.; Weinhold, F.; Curtiss, L. A.; Pochatko, D. J. J. Chem. Phys. 1986, 84, 5687.
56. Carpenter, J. E.; Weinhold, F. J. Am. Chem. Soc. 1988, 110, 368.
57. Foster, J. P.; Weinhold, F. J. Am. Chem. Soc. 1980, 102, 7211.
58. Reed, A. E.; Curtiss, L. A.; Weinhold, F. Chem. Rev. 1988, 88, 899.
59. Glendening, E. D.; Weinhold, F. "Natural Resonance Theory. I. General Formalism," University of Wisconsin Theoretical Chemistry Institute, 1994.
60. Frisch, M. J.; Trucks, G. W.; Head-Gordon, M.; Gill, P. M. W.; Wong, M. W.; Foresman, J. B.; Johnson, B. G.; Schlegel, H. B.; Robb, M. A.; Replogle, E. S.; Gomperts, R.; Andres, J. L.; Raghavachari, K.; Binkley, J. S.; Gonzales, C.; Martin, R. J.; Fox, D. J.; Defrees, D. J.; Baker, J.; Stewart, J. J. P.; Pople, J. A. Gaussian 92, Revision E.2; Gaussian, Inc.: 1992.
61. LANL1DZ represents a computation using an effective core potential for all but the valence electrons which were explicitly represented with a double-ζ basis set, as described in Wadt, W. R.; Hay, P. J. J. Chem. Phys. 1985, 82, 284.
62. Landis, C. R. In Advances in Molecular Structures; Hargittai, I. Hargittai, M., Eds.; JAI Press: Greenwich, CT, 1996; Vol. 2, pp 129-161.
63. Nakamoto, K. Infrared and Roman Spectra of Inorganic and Coordination Compounds, 4th ed.; Wiley: New York, 1986.
64. Gillespie, R. J.; Hargittai, I. The VSEPR Model of Molecular Geometry; Allyn and Bacon: Boston, 1991.
65. Frey, R. A.; Redington, R. L.; Aljibury, A. L. K. J. Chem. Phys. 1971, 54, 344.
66. Berry, R. S. J. Chem. Phys. 1960, 32, 933.
67. Strich, A.; Veillard, A. J. Am. Chem. Soc. 1973, 95, 5574.
68. Muetterties, E. L. Acc. Chem. Res. 1970, 3, 266.
69. Holmes, R. R.; Day, R. O.; Deiters, J. A.; Swamy, K. C.; Holmes, J. M.; Hans, J.; Burton, S. D.; Prakasha, T. K. In Developments in Phosphorous ChemistryAmerican Chemical Society: Washington, DC, 1992; Vol. 486, p 18.
70. Boyd, R. J.; Boyd, S. L. J. Am. Chem. Soc. 1992, 114, 1652.
71. Landis, C. R.; Cleveland, T.; Firman, T. K. J. Am. Chem. Soc. 1995, 117, 1859-1860.
72. Shen, M.; Schaefer, H. F.; Partridge, H. J. Chem. Phys. 1992, 98, 508.
73. Pauling, L. The Nature of the Chemical Bond; Cornell University: Ithaca, 1960.
74. Kovacevic, K.; Maksic, Z. B. J. Org. Chem. 1974, 39, 539.
75. Directional Properties of Covalent Bonds in Molecules; Maksic, Z. B., Ed.; Springer-Verlag: Berlin, 1990; Vol. 2.