Multidimensionality of delocalization indices and nucleus-independent chemical shifts in polycyclic aromatic hydrocarbons II: Proof of further nonlocality

Journal of Computational Chemistry

Volumn 31, Issue 12, 2010, Pages 2286-2293

  Fias, Stun ^a   Van Damme, Sofie ^a   Bultinck, Patrick ^a  

^a GHENT UNIVERSITY   (Belgium)

Author keywords

Aromaticity; Multicenter bond index; Multidimensionality of aromaticity; NICS. Generalized population analysis

Indexed keywords

AB INITIO; AROMATICITIES; CORONENE; DELOCALIZATION INDEXES; GENERALIZED POPULATION ANALYSIS; HIGHER ORDER; LOCAL AROMATICITY; MODEL-BASED; MULTICENTER BOND INDICES; MULTIDIMENSIONALITY; NEW MODEL; NON-LOCAL EFFECT; NONLOCAL; NONLOCALITIES; NUCLEUS-INDEPENDENT CHEMICAL SHIFTS; PERYLENES; RING CURRENT MAPS;

AROMATIZATION; CHEMICAL SHIFT; ORGANIC COMPOUNDS; POLYCYCLIC AROMATIC HYDROCARBONS;

AROMATIC HYDROCARBONS;

EID: 77956258861     PISSN: 01928651     EISSN: 1096987X     Source Type: Journal    
DOI: 10.1002/jcc.21520     Document Type: Article

References (39)

1. Kekulé, A. Lehrbuch, der Organischen Chemie, Zweiter Band; Ferdinand Enke Verlag: Erlangen, 1866.
2. Stanger, A. Chem Commun 2009,1939.
3. Cyrafiski, M.; Krygowski, T. M.; Katritzky, A. R.; Schleyer, P. v. R. J Org Chem 2002, 67, 1333.
4. Krygowski, T.; Cyranski, M. Chem Rev 2001, 101, 1385.
5. Poater, J.; Duran, M.; Sola, M.; Silvi, B. Chem Rev 2005, 105, 3911.
6. Eiser, V.; Haddon, R. Nature 1987, 325,792.
7. Schleyer, P.; Maerker, C.; Dransfeld, A.; Jiao, H.; Hommes, N. J Am Chem Soc 1.996, 118, 6317.
8. Lazzeretti, P. Phys Chem. Chem Phys 2004, 6, 217.
9. Steiner, E.; Fowler, P. W. J Phys Chem. A 2001, 105, 9553.
10. Steiner, E.; Fowler, P.; Jenneskens, L. Angew Chem Int Ed 2001, 40, 362.
11. Bultinck, P.; Ponec, R.; Van Damme, S. J Phys Org Chem 2005, 18, 706.
12. Bultinck, P.; Rafat, M.; Ponec, R.; Carbo-Dorca, R.; Popelier, P. J Phys Chem. A 2006, 110,7642.
13. Bultinck, P.; Fias, S.; Ponec, R. Chem Eur J 2006, 12, 8813.
14. Bultinck, P.; Ponec, R.; Carbo-Dorca, R. J Comput Chem 2007, 28, 152.
15. Feixas, F.; Matito, E.; Poater, J.; Sola, M. J Comput Chem. 2008, 29, 1543.
16. Schleyer, P. v. R.; Jiao, H.; Hommes, N. J. R. v. E.; Malkin, V. G.; Malkina, O. J Am Chem Soc 1997, 119, 12669.
17. Fallah-Bagher-Shaidaei, H.; Wannere, C.; Corminboeuf, C.; Puchta, R.; Schleyer, P. Org Lett 2006, 8, 863.
18. Jug, K.; Koster, A. M. J Phys Org Chem 1991,4, 163.
19. Katritzky, A. R. ; Karelson, M.; Sild, S. ; Krygowski, T. M. ; Jug, K. J Org Chem 1998, 63, 5228.
20. Katritzky, A. R.; Barczynski, P.; Musumarra, G.; Pisano, D.; Szafran, M, J Am Chem. Soc 1989, 111, 7.
21. Poater, J.; Garcfa-Craz, L; Illas, R; Sola, M. Phys Chem Chem Phys 2004,6,314.
22. Fias, S.; Van Damme, S.; Bultinck, P. J Comput Chem 2008, 29, 358.
23. Fias, S.; Fowler, P. W; Delgado, J. L.; Hahn, U.; Bultinck, P. Chem Eur J 2008, 14, 3093.
24. Havenith, R. W. A.; Fowler, P. W; Fias, S.; Bultinck, P. Tetrahedron Lett 2008,49,1421.
25. Aihara, J. Chem Phys Lett 2004, 393, 7.
26. Aihara, J.; Kanno, H. J Phys Chem. A 2005, 109, 3717
27. Aihara, J. J Am Chem. Soc 2006, 128, 2873.
28. Anusooya, Y.; Chakrabarti, A.; Pati, S. K.; Ramasesha, S. Int J Quantum. Chem 1998, 70, 503.
29. Stanger, A. J Org Chem 2006, 71, 883.
30. Schleyer, P. v. R.; Manoharan, M.; Wang, Z.-X.; Kiran, B.; Jiao, H.; Puchta, R.; Hommes, N. E. Org Lett 2001, 3, 2465.
31. London, F. J Phys Radium. 1937, 8, 397.
32. Fowler, P. W.; Steiner, E. Chem. Phys Lett 2002, 364, 259.
33. Bultinck, P.; Mandado, M.; Mosquera, R. J Math Chem. 2007, 43, 111.
34. Frisch, M. J.; Trucks, G. W; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tbmasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, Revision b.03; Gaussian, Inc.; Pittsburgh, PA, 2003.
35. Fowler, P.; Steiner, E. Mol. Phys 2000, 98, 945.
36. Van Damme, S.; Bultinck, P. J Comput Chem 2007, 28,1924.
37. Keith, T. A.; Bader, R. F. W. Chem Phys Lett 1992, 194, 1.
38. Keith, T. A.; Bader, R. F. W. Chem. Phys Lett 1993, 210, 223.
39. Keith, T. A.; Bader, R. F. W. J Chem Phys 1993, 99, 3669.