Single-boundary three-dimensional aromatic

Single-Boundary Three-Dimensional Aromatic Hydrocarbons... 

Whether the nonplanarity of single-boundary three-dimensional aromatic hydrocarbons is reflected in predictable changes in physical or chemical properties remains to be established. Good test cases could be the rates of electrophilic aromatic substitutions (39) or the relative rates of Diels-Alder reactions (40). A comparison of the predicted rates with experimental measurements, perhaps by using the procedures of Szentpaly and Herndon (17) summarized in this book, might provide some new insights into the relationships among molecular structure, strain, and reactivity. 

Single-boundary three-dimensional aromatic hydrocarbons do have high photoconductivities (41), but the relationship between molecular structure and photoconductivity remains unclear. In this regard, the red shift of structure 4 in comparison with the presumably planar parent compound, namely tetrabenz[a,c,/i,j]anthracene (24) may be significant. In this book, Fetzer (15) gives UV-visible spectra for these kinds of polycyclic aromatic com-... 

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