Density Functional Theoretical Study of Nitrated Polycyclic Aromatic Hydrocarbons

Document Type

Article

Publication Date

2004

Abstract

Nitro-polycyclic aromatic hydrocarbons (nitro-PAHs) are well-known mutagens. Correlations between the orientation of the nitro group relative to the plane of the aromatic ring and mutagenic effects of nitro-PAHs have been proposed. Synthesis of specific isomers of nitro-PAHs and elucidation of their crystal structure is required to establish the validity of the structure-function relationships. Such studies are scarce. Fortunately, electronic structure calculations can be readily done. In this study we have used density functional theory calculations to predict structure of nitro-PAHs, including 1-, 2-nitronaphthalenes; 1-, 2-, 9-nitroanthracenes; 1-, 2-, 3-, 4-, 9-nitrophenanthrenes; 1-, 2-, 4-nitropyrenes; and 6-nitrochrysene. The relationships between the calculated structures and the mutagenicity reported in the chemical literature are discussed.

Comments

Onchoke, Kefa K., Christopher M. Hadad, and Prabir K. Dutta. "Density functional theoretical study of nitrated polycyclic aromatic hydrocarbons." Polycyclic Aromatic Compounds 24.1 (2004): 37-64.


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