Hetero-PAHs

Carbenium ions and onium cations from hetero-PAHs 160... 

A long-term goal is to evaluate the correspondence between carbocation-derived structure/reactivity relationships and those derived from biological assays. Such comparisons could prove valuable toward predictability of cancer induction in various environmentally relevant classes of PAHs and hetero-PAHs. 

The goal of this chapter is to highlight the more recent studies on several classes of PAHs and hetero-PAHs from our laboratory, with stronger emphasis being placed on quantum-chemical calculations and their relationships with the biological activity data. 

Meyer, S., CarteUieri, S., and Steinhart, H., Simultaneous determination of PAHs, hetero-PAHs (N, S, O), and their degradation products in creosote-contaminated soils, method development, validation, and application to hazardous waste sites. Anal. Chem., 71, 4023-4029, 1999. 

A2 Planar poly (hetero)-aromatic amines and amides Caffeine Furafulline TCDD, PAHs Many heterocyclic amines... 

Effect of Ag+ complexation on relative aromaticity in various rings was examined by NICS in two representative cases. Structures and energies of the acetyl pyrene-Ag -pyrene hetero-dimer and acetyl pyrene-Ag -acetyl pyrene homo-dimer complexes were determined with the same model. Interestingly, only sandwich complexes were formed and no stable structures in which the silver ion was not sandwiched between two PAH units could be found. 

Recently, the application of short term bio-assays to a variety of emission and ambient particulate samples has demonstrated that other compounds than PAH, most likely PAH-derivatives, can be responsable for a major part of the observed biological activity of the extracts. These results have forced us to widen our interest to the field of particulate polycyclic organic matter (POM), which besides hetero-atomic PAH (polycyclic aromatic compounds, PAC, containing nitrogen or sulfur) may also contain oxidized, nitrated, or sulfonated derivatives of PAH, formed in exhausts, emission stacks, plumes or during transport through the atmosphere. 

---