Valence topological charge-transfer indices for reflecting polarity: Correction for heteromolecules

Molecules

Volumn 10, Issue 2, 2005, Pages 334-345

  Torrens, Francisco ^a  

^a UNIVERSITY OF VALENCIA   (Spain)

Author keywords

Charge distribution; Dipole moment; Heteroatom; Isolelectroic series; Valence topological charge transfer index

Indexed keywords

BENZENE; CYCLOPENTADIENE DERIVATIVE; STYRENE;

ADDITION REACTION; ARTICLE; ATOM; CALCULATION; ELECTRON; ELECTRONICS; MATHEMATICS; MOLECULE; POLARIZATION;

EID: 18244409355     PISSN: 14203049     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/10020334     Document Type: Article

References (43)

1. Reiser, A.; Leyshon, L. J.; Saunders, D.; Mijovic, M. V.; Bright, A.; Bogie, J. Fluorescence of Aromatic Benzoxazole Derivatives. J. Am. Chem. Soc. 1972, 94, 2414-2421.
2. Lippert, E.; Rettig, W.; Bonaçi•-Kouteck¥, V.; Heisel, F.; Miehé, J. A. Photophysics of Internal Twsting. Adv. Chem. Phys. 1987, 68, 1-173.
3. Dey, J. K.; Dogra, S. K. Solvatochromism and Prototropism in 2-(Aminophenyl) Benzothiazoles. Bull. Chem. Soc. Jpn. 1991, 64, 3142-3152.
4. Catalán, J.; Mena, E.; Fabero, F.; Amat-Guerri, F. The Role of the Torsion of the Phenyl Moiety in the Mechanism of Stimulated Ultraviolet Light Generation in 2-Phenylbenzazoles. J. Chem. Phys. 1992, 96, 2005-2016.
5. Levitus, M.; Schmieder, K.; Ricks, H.; Shimizu, K. D.; Bunz, U. H. F.; Garcia-Garibay, M. A. Steps to Demarcate the Effects of Chromophore Aggregation and Planarization in Poly(phenyleneethynylene)s. 1. Rotationally Interrupted Conjugation in the Excited States of 1,4-Bis(phenylethynyl)benzene. J. Am. Chem. Soc. 2001, 123, 4259-4265.
6. Patil, A. O.; Heeger, A. J.; Wudl, F. Optical Properties of Conducting Polymers. Chem. Rev. 1988, 88, 183-200.
7. Piqueras, M. C.; Crespo, R.; Tomás, F., Modulation of the Electronic Properties of Conjugated Polymers Through Design of Polymer Backbone. J. Mol. Struct. (Theochem) 1995, 330, 181-185.
8. Nonlinear Optical Properties of Polymers ; Heeger, A. J.; Orenstein, J.; Ulrich, D. R., Eds., Materials Research Society Symp. Proc. Vol. 109; MRS: Pittsburgh, 1987.
9. Nonlinear Optical and Electroactive Polymers ; Prasad, P. N.; Ulrich, D. R., Eds.; Plenum: New York, 1988.
10. Morley, J. O.; Docherty, V. J.; Pugh, D. Non-Linear Optical Properties of Organic Molecules. Part 4. Calculations of the Hyperpolarisability of Sulphur-Containing Systems. J. Chem. Soc., Perkin Trans. 2 1987, 1361-1363.
11. Zhao, M.; Samoc, M.; Prasad, P. N.; Reinhardt, B. A.; Unroe, M. R.; Prazak, M.; Evers, R. C.; Kane, J. J.; Jariwala, C.; Sinsky, M. Studies of Third-Order Optical Nonlinearities of Model Compounds Containing Benzothiazole, Benzimidazole, and Benzoxazole Units. Chem. Mater. 1990, 2, 670-678.
12. Meyers, F.; Adant, C.; Brédas, J. L. Theoretical Investigation of the Electronic and Geometric Structures and Nonlinear Optical Properties of 2H-pyrrole Derivatives. J. Am. Chem. Soc. 1991, 113, 3715-3719.
13. Li, D.; Marks, T. J.; Ratner, M. A. Nonlinear Optical Phenomena in Conjugated Organic Chromophores. Theoretical Investigations via a π-Electron Formalism. J. Phys. Chem. 1992, 96, 4325-4336.
14. Yeates, A. T.; Dudis, D. S.; Resch, T.; Fratini, A. V. In Materials Research Society Symp. Proc. Vol. 247; MRS: Pittsburgh, 1992; pp 259-264.
15. Gao, X. L.; Feng, J. K.; Sun, C. C. Effect of Conjugated Length on the Calculated Nonlinear Second-Order Optical Susceptibilities of Some Organic Molecules. Int. J. Quantum Chem. 1992, 42, 1747-1758.
16. Tomonari, M.; Ookubo, N.; Takada, T.; Feyereisen, M. W.; Almlöf, J. Simplified Sum-over-States Calculations and Missing-Orbital Analysis on Hyperpolarizabilities of Benzene Derivatives. Chem. Phys. Lett. 1993, 203, 603-610.
17. Glaser, R.; Chen, G. S. Asymmetrization Effects on Structures and Populations of the Ground State of Dipolar Donor-Acceptor-Substituted Molecular Organic NLO Materials. J. Comput. Chem. 1998, 19, 1130-1140.
18. n, J. Comput. Chem. 1998, 19, 1698-1715.
19. Rao, J. L.; Bhanuprakash, K. Theoretical Studies on the Non-Linear Optical Properties of Some Organic Molecules: Effect of π-σ-π through-Bond Coupling on the First Hyperpolarizability. J. Mol. Struct. (Theochem) 1999, 458, 269-273.
20. Nakano, M.; Yamada, S.; Yamaguchi, K. On the Second Hyperpolarizabilities γ of Three Charged States of Tetrathiapentalene and Tetrathiafulvalene: A γ Density Analysis. Chem. Phys. Lett. 2000, 321, 491-497.
21. Cheng, W.-D.; Xiang, K.-H.; Pandey, R.; Pernisz, U. C. Calculations of Linear and Nonlinear Optical Properties of H-silsesquioxanes. J. Phys. Chem. B 2000, 104, 6737-6742.
22. Levitus, M.; Schmieder, K.; Ricks, H.; Shimizu, K. D.; Bunz, U. H. F.; Garcia-Garibay, M. A. Steps to Demarcate the Effects of Chromophore Aggregation and Planarization in Poly(phenyleneethynylene)s. 1. Rotationally Interrupted Conjugation in the Excited States of 1,4-Bis(phenylethynyl)benzene. J. Am. Chem. Soc. 2001, 123, 4259-4265.
23. Levitus, M.; Zepeda, G.; Dang, H.; Godinez, C.; Khuong, T.-A. V.; Schmieder, K.; Garcia-Garibay, M. A. Steps to Demarcate the Effects of Chromophore Aggregation and Planarization in Poly(phenyleneethynylene)s. 2. The Photophysics of 1,4-Diethynyl-2-fluorobenzene in Solution and in Crystals. J. Org. Chem. 2001, 66, 3188-3195.
24. Öberg, K.; Berglund, A.; Edlund, U.; Eliasson, B. Prediction of Nonlinear Optical Responses of Organic Compounds. J. Chem. Inf. Comput. Sci. 2001, 41, 811-814.
25. Halls, J. J. M.; Friend, R. H. In Clean Electricity from Photovoltaics ; Archer, M. D.; Hill, R. D., Eds.; Imperial College: London, 2001; pp 377-445.
26. 13-A. J. Mol. Struct. (Theochem) 1998, 426, 105-116.
27. 13-A. J. Mol. Graphics 1996, 14, 245-259.
28. Torrens, F.; Sánchez-Marín, J.; Nebot-Gil, I. Polarization by the Effect of a Small Torsional Change in the Benzothiazole (A)-Benzobisthiazole (B) Oligomer A-B13-A. Molecules 1999, 4, 28-51.
29. Torrens, F. A New Topological Index to Elucidate Apolar Hydrocarbons. J. Comput.-Aided Mol. Design 2001, 15, 709-719.
30. Torrens, F. Valence Topological Charge-Transfer Indices for Dipole Moments. Molecules 2003, 8, 169-185.
31. Torrens, F. A New Chemical Index Inspired by Biological Plastic Evolution. Indian J. Chem., Sect. A 2003, 42, 1258-1263.
32. Torrens, F. A Chemical Index Inspired by Biological Plastic Evolution: Valence-Isoelectronic Series of Aromatics. J. Chem. Inf. Comput. Sci., in press.
33. Torrens, F. Valence Topological Charge-Transfer Indices for Dipole Moments. J. Mol. Struct. (Theochem) 2003, 621, 37-42.
34. Torrens, F. Valence Topological Charge-Transfer Indices for Dipole Moments. Mol. Diversity, in press.
35. Randic, M. On Characterization of Molecular Branching. J. Am. Chem. Soc. 1975, 97, 6609-6615.
36. Hosoya, H. Topological Index. A Newly Proposed Quantity Characterizing the Topological Nature of Structural Isomers of Saturated Hydrocarbons. Bull. Chem. Soc. Jpn. 1971, 44, 2332-2339.
37. Gálvez, J.; García, R.; Salabert, M. T.; Soler, R. Charge Indexes. New Topological Descriptors. J. Chem. Inf. Comput. Sci. 1994, 34, 520-525.
38. Kier, L. B.; Hall, H. L. Molecular Connectivity VII: Specific Treatment of Heteroatoms. J. Pharm. Sci. 1976, 65, 1806-1809.
39. Kubinyi, H. In: Pharmacokinetic Optimization in Drug Research ; Testa, B.; van de Waterbeemd, H.; Folkers, G.; Guy, R., Eds.; Helvetica Chimica Acta: Zurich, 2001; pp 513-524.
40. McClellan, A. L. Tables of Experimental Dipole Moments; Freeman: San Francisco, 1963.
41. Tasi, G.; Mizukami, F. Scaled Effective One-Electron Method Based on G2 Theory: Results for Aliphatic Alkane Molecules. J. Chem. Inf. Comput. Sci. 1998, 38, 632-638.
42. Molina, V.; Smith, B. R.; Merchán, M. A Theoretical Study of the Electronic Spectrum of Styrene. Chem. Phys. Lett. 1999, 309, 486-494.
43. Molina, V.; Merchán, M. Theoretical Analysis of the Electronic Spectra of Benzaldehyde. J. Phys. Chem. A 2001, 105, 3745-3751.