Density functional steric analysis of linear and branched alkanes

Journal of Physical Chemistry A

Volumn 114, Issue 49, 2010, Pages 12952-12957

  Ess, Daniel H ^a   Liu, Shubin ^b   De Proft, Frank ^c  

^a Brigham Young University   (United States)

^b UNIVERSITY OF NORTH CAROLINA   (United States)

^c VRIJE UNIVERSITEIT BRUSSEL   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

BOND SEPARATION; BRANCHED ALKANES; CORRELATION ENERGY; DENSITY FUNCTIONALS; ELECTROSTATIC EFFECT; ELECTROSTATIC ENERGIES; EXCHANGE CORRELATION ENERGY; LINEAR ALKANES; QUANTUM ENERGY; STERIC ENERGIES;

DENSITY FUNCTIONAL THEORY; ELECTRON ENERGY LOSS SPECTROSCOPY; ELECTROSTATICS; KINETIC ENERGY;

PARAFFINS;

ALKANE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; QUANTUM THEORY; STATIC ELECTRICITY; THERMODYNAMICS;

ALKANES; MOLECULAR STRUCTURE; QUANTUM THEORY; STATIC ELECTRICITY; THERMODYNAMICS;

EID: 78650159623     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp108577g     Document Type: Article

References (58)

1. Ipatieff, V. N.; Grosse, A. V. Ind. Eng. Chem. 1936, 28, 461
2. Olah, G. A.; Molnur, A. Hydrocarbon Chemistry; Wiley: New York, 1995.
3. Rossini, J. J. Res. Natl. Bur. Stand. (U.S.) 1934, 13, 21
4. Afeefy, H. Y.; Liebman, J. F.; Stein, S. E. Neutral Thermochemical Data. In NIST Chemistry Webbook, NIST Standard Reference Database Number 69; National Institute of Standards and Technology: Gaithersburg, MD, 1996; http://webbook.nist.gov.
5. Wodrich, M. D.; Wannere, C. S.; Mo, Y.; Jarowski, P. D.; Houk, K. N.; Schleyer, P. v. R. Chem.-Eur. J. 2007, 13, 7731
6. Allen, T. L. J. Chem. Phys. 1959, 29, 951
7. T Allen, T. L. J. Chem. Phys. 1959, 31, 1039
8. Gronert, S. Chem.-Eur. J. 2009, 15, 5372
9. Gronert, S. J. Org. Chem. 2006, 71, 1209
10. Wodrich, M. D.; Schleyer, P. v. R. Org. Lett. 2006, 8, 2135
11. Mitoraj, M.; Zhu, H.; Michalak, A.; Ziegler, T. J. Org. Chem. 2006, 71, 9208
12. Eyring, H. J. Am. Chem. Soc. 1932, 54, 3191
13. Rüchardt, C. Angew. Chem., Int. Ed. Engl. 1970, 9, 830
14. Ruüchardt, C.; Beckhaus, H.-D. Angew. Chem., Int. Ed. Engl. 1980, 19, 429
15. Grimme, S. Angew. Chem., Int. Ed. 2006, 45, 1
16. Zavitsas, A. A. J. Chem. Educ. 2001, 78, 417
17. Matsunaga, N.; Rogers, D. W.; Zavitsas, A. A. J. Org. Chem. 2003, 68, 3158
18. Coote, M. L.; Pross, A.; Radom, L. Org. Lett. 2003, 5, 4689
19. Wodrich, M. D.; Corminboeuf, C.; Schleyer, P. v. R. Org. Lett. 2006, 8, 3631
20. Gronert, S. J. Org. Chem. 2006, 71, 7045
21. Fernandez, I.; Frenking, G. Chem.-Eur. J. 2006, 12, 3617
22. Pitzer, K. S.; Catalano, E. J. Am. Chem. Soc. 1956, 78, 4844
23. Ma, J.; Inagaki, S. J. Am. Chem. Soc. 2001, 123, 1193
24. Ito, K. J. Am. Chem. Soc. 1953, 75, 2430
25. Badenhoop, J. K.; Weinhold, F. J. Chem. Phys. 1997, 107, 5406
26. Badenhoop, J. K.; Weinhold, F. Int. J. Quantum Chem. 1999, 72, 269
27. Kemnitz, C. R.; Mackey, J. L.; Loewen, M. J.; Hargrove, J. L.; Lewis, J. L.; Hawkins, W. E.; Nielsen, A. F. Chem.-Eur. J. 2010, 16, 6941
28. SCF values.
29. Wiberg, K. B.; Bader, R. F. W.; Lau, C. D. H. J. Am. Chem. Soc. 1987, 109, 1001
30. Wiberg, K. B. J. Org. Chem. 1991, 56, 544
31. Redfern, P. C.; Zapol, P.; Curtiss, L. A.; Raghavachari, K. J. Phys. Chem. A 2000, 104, 5850
32. Grimme, S. Angew. Chem., Int. Ed. 2006, 45, 4460
33. Wodrich, M. D.; Jana, D. F.; Schleyer, P. v. R.; Corminboeuf, C. J. Phys. Chem. A 2008, 112, 11495
34. Steinmann, S. N.; Csonka, G.; Corminboeuf, C. J. Chem. Theory Comput. 2009, 5, 2950
35. Song, S.; Tsuneda, T.; Sato, T.; Hirao, K. Org. Lett. 2010, 12, 1440
36. Grimme, S. Org. Lett. 2010, 12, 4670
37. Schwabe, T.; Huenerbein, R.; Grimme, S. Synlett 2010, 10, 1431
38. Steinmann, S. N.; Corminboeuf, C. J. Chem. Theory Comput. 2010, 6, 1990
39. Krieg, H.; Grimme, S. Mol. Phys. 2010, DOI: 10.1080/00268976.2010.519729.
40. Gonthier, J. F.; Wodrich, M. D.; Steinmann, S. N.; Corminboeuf, C. Org. Lett. 2010, 12, 3070
41. Weizsäcker, C. F. v. Z. Phys. 1935, 96, 431
42. Liu, S. B. J. Chem. Phys. 2007, 126, 244103
43. Liu, S. B. Acta Phys. Chim. Sin. 2009, 25, 590
44. Liu, S. B.; Govind, N. J. Phys. Chem. A 2008, 112, 6690
45. Liu, S. B.; Govind, N. L. G.; Pedersen J. Chem. Phys. 2008, 129, 094104
46. Ugur, I.; Vleeschouwer, F. D.; Tüzün, N.; Aviyente, V.; Geerlings, P.; Liu, S. B.; Ayers, P. W.; De Proft, F. J. Phys. Chem. A 2009, 113, 8704
47. Torrent-Sucarrat, M.; Liu, S. B.; De Proft, F. J. Phys. Chem. A 2009, 113, 3698
48. Liu, S. B.; Hao, H.; Pedersen, L. G. J. Phys. Chem. A 2010, 114, 5913
49. Tsirelson, V. G.; Stash, A. I.; Liu, S. B. J. Chem. Phys. 2010, 133, 114110
50. Weisskopf, V. F. Science 1975, 187, 605
51. Parr, R. G.; Yang, W. Density Functional Theory of Atoms and Molecules; Oxford University Press: Oxford, U.K., 1989.
52. Frisch, M. J.; et al. Gaussian 03, revision D.01; Gaussian, Inc.: Wallingford, CT, 2004.
53. A modified version of NWChem, version 5.0, as developed and distributed by Pacific Northwest National Laboratory, P. O. Box 999, Richland, Washington 99352, and funded by the U. S. Department of Energy, was used to obtain some of these results; see: NWChem, version 5.0; Pacific Northwest National Laboratory: Richland, WA, 2006;.
54. Frisch, M. J.; et al. Gaussian 09, revision A.02; Gaussian, Inc.: Wallingford, CT, 2009.
55. Glendening, E. D.; Badenhoop, J. K.; Reed, A. E.; Carpenter, J. E.; Bohmann, J. A.; Morales, C. M.; Weinhold, F. NBO 5.0; Theoretical Chemistry Institute, University of Wisconsin: Madison, WI, 2001; http://www.chem.wisc.edu/ ∼nbo5.
56. Glendening, E. D.; Reed, A. E.; Carpenter, J. E.; Weinhold, F. NBO, version 3.1.
57. Natural Steric Analysis (STERIC). http://www.chem.wisc.edu/~nbo5/EX-STER. HTM.
58. Laidig, K. E. J. Phys. Chem. 1991, 95, 7709