Separation of the energetic and geometric contributions to aromaticity. 3. Analysis of the aromatic character of benzene rings in their various topological and chemical environments in the substituted benzene derivatives

Journal of Chemical Information and Computer Sciences

Volumn 36, Issue 6, 1996, Pages 1142-1145

  Cyrański, Michał ^a   Krygowski, Tadeusz Marek ^a  

^a UNIVERSITY OF WARSAW   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001623928     PISSN: 00952338     EISSN: None     Source Type: Journal    
DOI: 10.1021/ci960366o     Document Type: Article

References (19)

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6. Katritzky, A. R.; Barczyński, P.: Musumurra, G.; Pisano, D.; Szafran, M. Aromaticity as a Quantitative Concept. 1. A Statistical Demonstration of the Orthogonality of "Classical" and "Magnetic" Aromaticity in Five- and Six-Membered Heterocycles. J. Am. Chem. Soc. 1989, 111, 7-15. Katritzky, A. R.; Feygelman, V.; Musumurra, G.; Barczyński, P.; Szafran, M. Aromaticity as a Quantitative Concept. 2. Sixteen Familar Five- and Six-membered Monocyclic Heterocycles. J. Prakt. Chem. 1990, 332, 853-869. Katritzky, A. R.; Feygelman, V.; Musumurra, G.; Barczyński, P.; Szafran, M. Aromaticity as a Quantitative Concept. 3. Benzo-fused Five- and Six-membered Heterocycles. J. Prakt. Chem. 1990, 332, 870-884. Katritzky, A. R.; Barczyński, P. Aromaticity as a Quantitative Concept. 4. Less Familiar Five- and Six-membered Monocyclic Heterocycles. J. Prakt. Chem. 1990, 332, 885-897.
7. Katritzky, A. R.; Barczyński, P.: Musumurra, G.; Pisano, D.; Szafran, M. Aromaticity as a Quantitative Concept. 1. A Statistical Demonstration of the Orthogonality of "Classical" and "Magnetic" Aromaticity in Five- and Six-Membered Heterocycles. J. Am. Chem. Soc. 1989, 111, 7-15. Katritzky, A. R.; Feygelman, V.; Musumurra, G.; Barczyński, P.; Szafran, M. Aromaticity as a Quantitative Concept. 2. Sixteen Familar Five- and Six-membered Monocyclic Heterocycles. J. Prakt. Chem. 1990, 332, 853-869. Katritzky, A. R.; Feygelman, V.; Musumurra, G.; Barczyński, P.; Szafran, M. Aromaticity as a Quantitative Concept. 3. Benzo-fused Five- and Six-membered Heterocycles. J. Prakt. Chem. 1990, 332, 870-884. Katritzky, A. R.; Barczyński, P. Aromaticity as a Quantitative Concept. 4. Less Familiar Five- and Six-membered Monocyclic Heterocycles. J. Prakt. Chem. 1990, 332, 885-897.
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11. Schleyer, P.; Freeman, P. K.; Jiao, H.; Goldfuss, B. Aromaticity and Antiaromaticity in Five-Membered C4H4X Ring Systems: "Classical" and "Magnetic" Concepts May Not Be "Orthogonal". Angew. Chem., Int. Ed. Engl. 1995, 34, 337-340.
12. Krygowski, T. M.; Cyrański, M.; Ciesielski, A.; Świrska, B.; Leszczyński, P. Separation of the Energetic and Geometric Contributions to the Aromaticity. 2. Analysis of the Aromatic Character of Benzene Rings in Their Various Topological Environments in the Benzenoid Hydrocarbons. Crystal and Molecular Structure of Coronene. J. Chem. Inf. Comput. Sci. 1996, 36, xxxx.
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15. The median and interquartile range are used instead of the mean and variance since the latter may be used only for normally distributed data sets. There is no evidence that the data sets under study are of this kind. Cf: Krygowski, T. M.; Woźniak, K. Similarity models: statistical tools and problems in using them. Chapter 1 In Similarity models in organic chemistry biochemistry and related fields; Zalewski, R. I., Krygowski, T. M., Shorter, J., Eds.; Elsevier: Amsterdam, 1991.
16. Krawiec, M.; Krygowski, T. M. Crystallographic Studies of Intra- and Intermolecular Interactions. 3. Refinement of the Crystal and Molecular Structure of N,N′-dimethyl-m-nitroaniline: Additivity of Substituent Effects on Geometrical Parameters of the Ring. J. Mol. Struct. 1991, 246, 113-122.
17. Cyrański, M.; Krygowski, T. M. Structural Studies of Disubstituted Benzene Derivatives. 1. Factor Analysis Study of the Molecular Geometry in Paradisubstituted Benzene Derivatives. Pol. J. Chem. 1995, 69, 1080-1087.
18. 2 Groups in Aromatic Systems. J. Org. Chem. 1995, 60, 6744-6755.
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