ReStricted geometry optimization for estimating stabilization energies of polycyclic aromatic hydrocarbons

Journal of Physical Organic Chemistry

Volumn 23, Issue 1, 2010, Pages 16-29

  Bao, Peng ^a   Yu, Zhong Heng ^a  

^a PEKING UNIVERSITY   (China)

Author keywords

Aromaticity; Extra stabilization energy; Localized reference structures; Polycyclic aromatic hydrocarbons; Restricted geometry optimization

Indexed keywords

AROMATICITIES; BAND FREQUENCIES; CHRYSENE; DOUBLE BONDS; EXTRA STABILIZATION ENERGY; GEOMETRY OPTIMIZATION; HOMOLOGOUS SERIES; LINEAR FUNCTIONS; MOLECULAR ENERGIES; MOLECULAR FORMULA; ORBITAL INTERACTION; RESTRICTED GEOMETRIES; SECOND-ORDER POLYNOMIAL; STABILIZATION ENERGY; TRIPHENYLENES;

ANTHRACENE; AROMATIZATION; CARCINOGENS; COMPUTATIONAL GEOMETRY; OPTIMIZATION; ORGANIC COMPOUNDS; STABILIZATION;

AROMATIC HYDROCARBONS;

EID: 76949093097     PISSN: 08943230     EISSN: 10991395     Source Type: Journal    
DOI: 10.1002/poc.1570     Document Type: Article

References (45)

1. A. R. Katritzky, P. Barczynski, G. Musumarra, D. Pisano, M. Szafran, J. Am. Chem. Soc. 1989, 111,7.
2. M. K. Cyrarnski, Chem. Rev. 2005, 105, 3773 and references cited therein.
3. Z. Chen, C. S. Wannere, C. Corminboeuf, R. Puchta, P. v. R. Schleyer, Chem. Rev. 2005, 105, 3842 and references cited therein.
4. R. F. W. Bader, Atoms in Molecules,Clarendon Press, Oxford, 1990.
5. P. Bultinck, X. Girones, R. Carbo-Dorca, Rev. Comput. Chem. 2005, 21,127.
6. J. Poater, X. Fradera, M. Duran, M. Sola, Chem. Eur. J. 2003, 9, 400.
7. J. Poater, X. Fradera, M. Duran, M. Sola, Chem. Eur. J. 2003, 9, 1113.
8. J. Poater, M. Duran, M. Sola, B. Silvi, Chem. Rev. 2005, 105, 3911.
9. P. Bultinck, R. Ponec, S. Van Damme, J. Phys. Org. Chem. 2005, 18, 706.
10. P. Bultinck, M. Rafat, R. Ponec, B. V. Gheluwe, R. Carbo-Dorca, P. Popelier, J. Phys. Chem. A 2006, 110, 7642.
11. L. Pauling, G. W. Wheland, J. Chem. Phys. 1933, 1, 362.
12. V. I. Minkin, M. N. Glukhovtsev, B. Y. Simkin, Aromaticity and Anti-aromaticity: Electronic and Structural Aspects,Wiley, New York, 1994.
13. A. Streitwieser, Molecular Orbital Theory for Organic Chemists,Wiley, New York, 1961 .
14. L. J. Schaad, B. A. Hess, Chem. Rev. 2001, 101, 1465.
15. B. A. Hess, L. J. Schaad, J. Am. Chem. Soc. 1971, 93, 305.
16. I. Gutman, M. Milun, N. Trinajstic, J. Am. Chem. Soc. 1977, 99, 1692.
17. P. v. R. Schleyer, F. Puhlhofer, Org. Lett. 2002, 4, 2873.
18. L. Pauling, J. Sherman, J. Chem. Phys. 1933, 1, 606.
19. G. B. Kistiakowsky, J. R. Ruhoff, H. A. Smith, W.E. Vaughan, J. Am. Chem. Soc. 1936, 58,146.
20. A. R. Katritzky, K. Jug, D. C. Oniciu, Chem. Rev. 2001, 101, 1421.
21. N. Cohen, S. W. Benson, Chem. Rev. 1993, 93, 2419.
22. M. K. Cyrannski, B. T. Stepien, T. M. Krygowski, Tetrahedron 2000, 56, 9663.
23. J. D. Cox, G. Pilcher, Thermochemistry of Organic and Organometallic Compounds,Academic Press, London, UK, 1970.
24. P. George, Chem. Rev. 1975, 75, 85.
25. P. v. R. Schleyer M. Manoharan, H. Jiao, F. Stahl, Org. Lett. 2001, 3, 3643.
26. S. W. Slayden, J. F. Liebman, Chem. Rev. 2001, 101, 1541.
27. P. Bao, Z. H. Yu, J. Phys. Chem. A 2007, 111, 5304.
28. I. Fishtik, R. Datta, J. Phys. Chem. A 2003, 107, 10471.
29. S. T. Howard, Phys. Chem. Chem. Phys. 2003, 5,3113.
30. Y. Mo, P. v. R. Schleyer, Chem. Eur. J. 2006, 12, 2009.
31. A.A. Granovsky PC GAMESS version 7.0, http://classic.chem.msu.su/ gran/gamess/index.html
32. M. W. Schmidt, K. K. Baldridge, J. A. Boatz, S. T. Elbert, M. S. Gordon, J. H. Jensen, S. Koseki, N. Matsunaga, K. A. Nguyen, S. Su, T. L. Windus, M. Dupuis, J. A. Montgomery, J. Comput. Chem. 1993, 14, 1347.
33. Z. H. Yu, L. T. Li, W. Fu, L. P. Li, J. Phys. Chem. A 1998, 102, 2016.
34. Z. H. Yu, Z. Q. Xuan, T. X. Wang, H. M. Yu, J. Phys. Chem. A 2000, 104, 1736.
35. Z. H. Yu, X. Q. Peng, J. Phys. Chem. A 2001, 105, 8541.
36. X. W. Liu, P. Bao, Y. P. Ma,Z. H. Yu, J. Mol. Struct. (THEOCHEM) 2005,729, 185.
37. P. Bao, Z. H. Yu, J. Comput. Chem. 2006, 27,809.
38. J. P. Foster, F. J. Weinhold, J. Am. Chem. Soc. 1980, 102, 7211.
39. A. E. Reed, L. A. Curtis, F. J. Weinhold, Chem. Rev. 1988, 88, 899.
40. E. D. Glendening, A. E. Reed, J. E. Carpenter, F. J. Weinhold, QCPEBull. 1990, 10,58.
41. S. Behrens, A. M. Koster, K. Jug, J. Org. Chem. 1994, 59, 2546.
42. K. Kitaura, K. Morokuma, Int. J. Quant. Chem. 1976, 10, 325.
43. H. Kollmar, J. Am. Chem. Soc. 1979, 101, 4832.
44. E. Clar, R. Schoental, Polycyclic Hydrocarbons,Academic Press, London and New York, 1964.
45. E. Clar, The Aromatic Sextet,Wiley, London, 1972.