The Photo-addition of Naphthalene and Acrylonitrile. An X-ray and Nuclear Magnetic Resonance Study of the Cycloadducts

The photoaddition of naphthalene and acrylonitrile has been reinvestigated. It was found that the cyclobutane adduct described previously is endo-7-cyano-2,3-benzobicyclo[4.2.0]-octa-2,4-diene (7), and not the exo-8-cyano compound. The structure was determined from an X-ray diffraction study on the p-bromophenylurethane of the carbinol derived from the cyano-compound. The structural details are described. The crystallographic data are a = …