Routes are described for the preparation of the [2,n]paracyclophanenes (1) from the corresponding thia-[3,n]paracyclophanes (2); photocyclisation of the olefins (1; n![[gt-or-equal]](https://www.rsc.org/images/entities/char_2a7e.gif)
7) gives the bridged phenanthrenes (12); bromine in carbon tetrachloride gives predominantly the cis-dibromides (10) with increasing proportions of the trans-dibromides (11) as n increases.
S. E. Potter and I. O. Sutherland, J. Chem. Soc., Chem. Commun., 1973, 520 DOI: 10.1039/C39730000520
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