Improved semiempirical heats of formation through the use of bond and group equivalents

Journal of Computational Chemistry

Volumn 23, Issue 4, 2002, Pages 498-510

  Repasky, Matthew P ^a   Chandrasekhar, Jayaraman ^a   Jorgensen, William L ^a  

^a YALE UNIVERSITY   (United States)

Author keywords

Bond equivalents; Group equivalents; Heat of formation; Semiempirical parameterization

Indexed keywords

EID: 0036496113     PISSN: 01928651     EISSN: None     Source Type: Journal    
DOI: 10.1002/jcc.10023     Document Type: Article

References (47)

1. 1 Pople, J. A. ; Beveridge, D. L. Approximate Molecular Orbital Theory ; McGraw‐Hill: New York, 1970.
2. 2 Dewar, M. J. S. ; Zoebisch, E. G. ; Healy, E. F. ; Stewart, J. J. P. J Am Chem Soc 1985, 107, 3902.
3. 3 Stewart, J. J. P. J Comput Chem 1989, 10, 209.
4. 4 Stewart, J. J. P. J Comput Chem 1989, 10, 221.
5. 5 Dewar, M. J. S. ; Thiel, W. J Am Chem Soc 1977, 99, 4899.
6. 6 Dewar, M. J. S. ; Thiel, W. J Am Chem Soc 1977, 99, 4907.
7. 7 Thiel, W. Computational Thermochemistry. Prediction and Estimation of Molecular Thermodynamics ; Irikura, K. K. ; Frurip, D. J., Eds.; 1998.
8. 8 Anh, N. T. ; Frison, G. ; Solladie–Cavallo, A. ; Patrick, M. Tetrahedron 1998, 54, 12841.
9. 9 Stewart, J. J. P. J Comput‐Aided Mol Design 1990, 4, 1.
10. 10 Rossi, I. ; Truhlar, D. G. Chem Phys Lett 1995, 233, 231.
11. 11 Liu, Y. ; Lu, D. ; Gonzalez–Lafont, A. ; Truhlar, D. G. ; Garrett, B. C. J Am Chem Soc 1993, 115, 7806.
12. 12 Gonzalez–Lafont, A. ; Truong, T. N. ; Truhlar, D. G. J Phys Chem 1991, 95, 4618.
13. 13 Chuang, Y. ; Radhakrishnan, M. L. ; Fast, P. L. ; Cramer, C. J. ; Truhlar, D. G. J Phys Chem A 1999, 103, 4893.
14. 14 Sekusak, S. ; Corey, M. G. ; Bartlett, R. J. ; Sabljic, A. J Phys Chem A 1999, 103, 11394.
15. 15 Khan, A. Chem Phys Lett 1996, 253, 299.
16. 16 Khan, A. J Phys Chem A 1999, 103, 1260.
17. 17 Bernal–Uruchurtu, M. I. ; Martins–Costa, M. T. C. ; Millot, C. ; Ruiz–Lopez, M. F. J Comput Chem 2000, 21, 572.
18. 18 Bernal–Uruchurtu, M. I. ; Ruiz–Lopez, M. F. Chem Phys Lett 2000, 330, 118.
19. 19 Goldblum, A. J Comput Chem 1987, 8, 835.
20. 20 Weber, W. ; Thiel, W. Theor Chem Acc 2000, 103, 495.
21. 21 Dewar, M. J. S. J Phys Chem 1985, 89, 2145.
22. 22 Wiberg, K. B. J Comput Chem 1984, 5, 197.
23. 23 Ibrahim, M. R. ; Schleyer, P. v. R. J Comput Chem 1985, 6, 157.
24. 24 Rousseau, E. ; Mathieu, D. J Comput Chem 2000, 21, 367.
25. 25 Allinger, N. L. ; Sakakibara, K. ; Labanowski, J. J Phys Chem 1995, 99, 9603.
26. 26 Labanowski, J. ; Schmitz, L. ; Chen, K. ; Allinger, N. L. J Comput Chem 1998, 19, 1421.
27. 27 Schmitz, L. R. ; Chen, Y. R. J Comput Chem 1994, 15, 1437.
28. 28 Allinger, N. L. ; Schmitz, L. R. ; Motoc, I. ; Bender, C. ; Labanowski, J. K. J Am Chem Soc 1992, 114, 2880.
29. 29 Schmitz, L. R. ; Motoc, I. ; Bender, C. ; Labanowski, J. K. ; Allinger, N. L. J Phys Org Chem 1992, 5, 225.
30. 30 Allinger, N. L. ; Schmitz, L. R. ; Motoc, I. ; Bender, C. ; Labanowski, J. K. J Comput Chem 1992, 13, 838.
31. 31 Allinger, N. L. ; Schmitz, L. R. ; Motoc, I. ; Bender, C. ; Labanowski, J. K. J Phys Org Chem 1990, 3, 732.
32. 32 Schmitz, L. R. ; Chen, K. ; Labanowski, J. ; Allinger, N. L. J Phys Org Chem 2001, 14, 90.
33. 33 Mole, S. J. ; Zhou, X. ; Liu, R. J Phys Chem 1996, 100, 14665.
34. 34 Allinger, N. L. ; Zhu, Z. S. ; Chen, K. J Am Chem Soc 1992, 114, 6120.
35. 35 Chen, K. ; Allinger, N. L. J Comput Chem 1993, 14, 755.
36. 36 Schmitz, L. R. ; Allinger, N. L. J Am Chem Soc 1990, 112, 8307.
37. 37 Allinger, N. L. ; Rahman, M. ; Lii, J. J Am Chem Soc 1990, 112, 8293.
38. 38 Allinger, N. L. ; Chen, K. ; Rahman, M. ; Pathiaseril, A. J Am Chem Soc 1991, 113, 4505.
39. 39 Allinger, N. L. ; Rodriguez ; Chen, K. Theochem 1992, 92, 161.
40. 40 Tai, J. C. ; Yang, L. ; Allinger, N. L. J Am Chem Soc 1993, 115, 11906.
41. 41 JMP Statistical Discovery Software ; SAS Institute Inc: Cary, NC, 1995, 3rd ed.
42. 42 Allinger, N. L. ; Chen, K. ; Lii, J. J Comput Chem 1996, 17, 642.
43. 43 Stull, D. R. ; Westrum, E. F. J. ; Sinke, G. C. The Chemical Thermodynamics of Organic Compounds ; Wiley: New York, 1969.
44. 44 Cox, J. D. ; Pilcher, G. Thermochemistry of Organic and Organometallic Compounds ; Academic Press: London, New York, 1970.
45. 45 Lias, S. G. ; Bartmess, J. E. ; Liebman, J. F. ; Holmes, J. L. ; Levin, R. D. ; Mallard, W. G. J Phys Chem Ref Data, Suppl 17, 1988.
46. 46 This FORTRAN program may be downloaded from the Jorgensen Research Group Web Site, URL: http:zarbi.chem.yale.edu/.
47. 47 Ma, X. ; Schobert, H. H. J Phys Chem A 2000, 104, 1064.