Note on the Y-rule in Clar theory

Polycyclic Aromatic Compounds

Volumn 27, Issue 1, 2007, Pages 41-49

  Gutman, Ivan ^a,c   Ruiz Morales, Yosadara ^b  

^a UNIVERSITY OF KRAGUJEVAC   (Serbia)

^b INSTITUTO MEXICANO DEL PETRÓLEO   (Mexico)

^c Faculty of Science

Author keywords

Benzenoid hydrocarbons; Clar aromatic sextet theory; Clar structure; Y rule

Indexed keywords

EID: 33847609572     PISSN: 10406638     EISSN: 15635333     Source Type: Journal    
DOI: 10.1080/10406630601134268     Document Type: Article

References (47)

1. E. Clar, The Aromatic Sextet, (London: Wiley) (1972).
2. A. T. Balaban, Clar Formulas: How to Draw and How not to Draw Formulas of Polyciclic Aromatic Hydrocarbons, Polycyclic Aromatic Compounds 24 (2004): 83-89.
3. A. T. Balaban, P. v. R. Schleyer, and H. S. Rzepa, Crocker, not Armit and Robinson, Begat the Six Aromatic Electrons, Chem. Rev. 105 (2005):3436-3447.
4. G. Portella, J. Poater, and M. Sola, Assessment of Clar's Aromatic π-Sextet Rule by Means of PDI, NICS and HOMA Indicators of Local Aromaticity, J. Phys. Org. Chem. 18 (2005):785-791.
5. L. Wang, F. Zhang, and H. Zhao, On the Ordering of Benzenoid Chains and Cyclopolyphenacenes with Respect to Their Numbers of Clar Aromatic Sextets, J. Math. Chem. 56 (2005):293-309.
6. I. Gutman, S. Gojak, and B. Furtula, Clar Theory and Resonance Energy, Chem. Phys. Lett. 413 (2005):396-399.
7. I. Gutman, G. Stojanovic̀, Z. Boškovic̀, N. Radulović, and P. Rasić, Comparing the Randić-Balaban and the Clar Models for Partitioning of π-Electrons in Rings of Benzenoid Hydrocarbons. The Case of Phenes and Starphenes, Polycyclic Aromatic Compounds 25 (2005):345-355.
8. K. Salem, M. Zheng, and I. Gutman, Pair-wise Resonance in Catacondensed Hexagonal Systems, Chem. Phys. Lett. 416 (2005):38-41.
9. K. Salem, Towards a Combinatorial Efficient Algorithm to Solve the Clar Problem of Benzenoid Hydrocarbons, MATCH Commun. Math. Comput. Chem. 53 (2005):419-426.
10. K. Salem, Sextet and Cell Polynomials of Hexagonal Systems, MATCH Commun. Math. Comput. Chem. 53 (2005):427-440.
11. K. Salem and H. Abeledo, A Maximal Alternating Set of a Hexagonal System, MATCH Commun. Math. Comput. Chem. 55 (2006):159-176.
12. K. Salem and H. Abeledo, Alternative Integer-Linear-Programming Formulations of the Clar Problem in Hexagonal Systems, J. Math. Chem. 39 (2006):605-610.
13. K. Salem and H. Abeledo, Hypergraphs and the Clar Problem in Hexagonal Systems, Discr. Optimization 3 (2006):392-397.
14. M. Randić and A. T. Balaban, Partitioning of π-Electrons in Rings for Clar Structures of Benzenoid Hydrocarbons, J. Chem. Inf. Model. 46 (2006):57-64.
15. A. T. Balaban and T. G. Schmalz, Strain-Free Sextet-Resonant Benzenoids and their Antisextet Dualists, J. Chem. Inf. Model. 46 (2006):1563-1579.
16. T. P. Troy and T. W. Schmidt, A Theoretical Treatment of the Absorption Spectra of All-benzenoid Hydrocarbons, Month. Not. R. Astron. Soc. 371 (2006):L41-L44.
17. I. Gutman, B. Furtula, and A. T. Balaban, Algorithm for Simultaneous Calculation of Kekulé and Clar Structure Counts, and Clar Number of Benzenoid Molecules, Polycyclic Aromatic Compounds 26 (2006):17-35.
18. I. Gutman, N. Turković, and B. Furtula, On Distribution of π-Electrons in Rhombus-Shaped Benzenoid Hydrocarbons, Indian J. Chem. 45A (2006):1601-1604.
19. I. Gutman and B. Furtula, Equivalence of Two Models for Partitioning of π-Electrons in Rings of Benzenoid Hydrocarbons, Z. Naturforsch. 61a (2006):281-285.
20. I. Gutman, S. Gojak, B. Furtula, S. Radenković, and A. Vodopivec, Relating Total π-Electron Energy and Resonance Energy of Benzenoid Molecules with Kekulè and Clar-Structure-Based Parameters, Monatsh. Chem. 137 (2006):1127-1138.
21. J. R. Dias, Handbook of Polycyclic Hydrocarbons. Part A. Benzenoid Hydrocarbons, (Amsterdam: Elsevier) (1987).
22. I. Gutman and S. J. Cyvin, Introduction to the Theory of Benzenoid Hydrocarbons, (Berlin: Springer) (1989).
23. I. Gutman and S. J. Cyvin (Eds.), Advances in the Theory of Benzenoid Hydrocarbons, (Berlin: Springer) (1990).
24. M. Randić, Aromaticity of Polycyclic Conjugated Hydrocarbons, Chem. Rev. 103 (2003):3449-3605.
25. Y. Ruiz-Morales, HOMO-LUMO Gap as an Index of Molecular Size and Structure for Polycyclic Aromatic Hydrocarbons (PAHs) and Asphaltenes: A Theoretical Study. I, J. Phys. Chem. A 106 (2002):11283-11308.
26. Y. Ruiz-Morales, The Agreement between Clar Structures and Nucleus-Independent Chemical Shift Values in Pericondensed Benzenoid Polycyclic Aromatic Hydrocarbons: An Application of the Y-Rule, J. Phys. Chem. A 108 (2004):10873-10896.
27. Y. Ruiz-Morales, Molecular Orbital Calculations and Optical Transitions of PAHs and Asphaltenes, in: O. C. Mullins, E. Y. Sheu, A. Hammami, and A. G. Marshall (Eds), Asphaltenes, Heavy Oils and Petroleomics, New York: Springer (2007).
28. A. T. Balaban and F. Harary, Chemical Graphs. V. Enumeration and Proposed Nomenclature of Benzenoid Cata-Condensed Polycyclic Aromatic Hydrocarbons, Tetrahedron 24 (1968):2505-2516.
29. A. T. Balaban, Challenging Problems Involving Benzenoid Polycyclics and Related Systems, Pure Appl. Chem. 54 (1982):1075-1096.
30. A. T. Balaban, Applications of Graph Theory in Chemistry, J. Chem. Inf. Comput. Sci. 25 (1985):334-343.
31. S. Gojak, S. Radenković, R. Kovačević, S. Stanković, J. Durdević, and I. Gutman, A Difference between the π-Electron Properties of Catafusenes and Perifusenes, Polycyclic Aromatic Compounds 26 (2006):197-206.
32. H. Hosoya and T. Yamaguchi, Sextet Polynomial. A New Enumeration and Proof Technique for the Resonance Theory Applied to the Aromatic Hydrocarbons, Tetrahedron Lett. (1975):4659-4662.
33. W. C. Herndon and H. Hosoya, Parametrized Valence Bond Calculations for Benzenoid Hydrocarbons Using Clar Structures, Tetrahedron 40 (1984):3987-3995.
34. H. Zhu and Y. Jiang, Clar's Structure of Benzenoid Hydrocarbons and Six-Electron Spin Correlation Ordering in Hexagons, Chem. Phys. Lett. 193 (1992):446-450.
35. H. Zhang, The Clar Covering Polynomials of S,T-Isomers, MATCH Commun. Math. Comput. Chem. 29 (1993):189-197.
36. M. Randić and S. El-Basil, Graph Theoretical Analysis of Large Benzenoid Hydrocarbons, J. Mol. Struct. (Theochem) 304 (1994):233-245.
37. H. Zhang and F. Zhang, The Clar Covering Polynomial of Hexagonal Systems I, Discr. Appl. Math. 69 (1996):147-167.
38. I. Gutman and V. Ivanov-Petrović, Clar Theory and Phenylenes, J. Mol. Struct. (Theochem) 389 (1997):227-232.
39. I. Gutman, Z. Marković, I. Juranić, A Clar-Type Regularity for Dianions of Benzenoid Hydrocarbons, Polycyclic Aromatic Compounds 13 (1999):33-40.
40. J. R. Dias, S. J. Cyvin, and J. Brunvoll, Strain-free Total Resonant Sextet Benzenoid Hydrocarbons, Polycycilic Aromatic Compounds 2 (1991):195-208.
41. J. R. Dias, The Most Stable Class of Benzenoid Hydrocarbons and Their Topological Characteristics-Total Resonant Sextet Benzenoids Revisited, J. Chem. Inf. Comput. Sci. 39 (1999):144-150.
42. H. Hosoya, Clar's Aromatic Sextet and Sextet Polynomial, Topics Curr. Chem. 153 (1990) 255-272.
43. M. Randić, S. El-Basil, S. Nikolić, and N. Trinajstić, Clar Polynomials of Large Benzenoid Hydrocarbons, J. Chem. Inf. Comput. Sci. 38 (1998):563-574.
44. I. Gutman and B. Borovićanin, Zhang-Zhang Polynomial of Multiple Linear Hexagonal Chains, Z. Naturforsch. 61a (2006):73-77.
45. M. Randić and A. T. Balaban, Partitioning of π-Electrons in Rings of Polycyclic Benzenoid Hydrocarbons. Part 1. Catacondensed Benzenoids, Polycyclic Aromatic Compounds 24 (2004):173-193.
46. A. T. Balaban and M. Randić, Partitioning of π-Electrons in Rings of Polycyclic Benzenoid Hydrocarbons. 2. Catacondensed Coronoids, J. Chem. Inf. Comput. Sci. 44 (2004):50-59.
47. A. T. Balaban and M. Randić, Partitioning of π-Electrons in Rings of Polycyclic Benzenoid Hydrocarbons. Part 3. Perifusenes, New J. Chem. 28 (2004):800-806.