Photodimerization of β-nitrostyrene by sunlight or a mercury arc lamp yields l,3-diphenyl-2,4-dinitrocyclobutane (II). Only one stereoisomer was obtained. Reduction of the dimer gave a diamine which was identical with the diamine produced by the Curtius rearrangement of α-truxillic acid. Thus the structure of II is unequivocally established as 1, trans-3-dipheny-2-cis-4-trans-dinitrocyclobutane. An isomer III of the dimer is identified as having the geometric structure corresponding to y-truxillic acid by a similar series of steps.
Proceedings of the Iowa Academy of Science
©1964 Iowa Academy of Science, Inc.
Campbell, Richard D. and Ofstead, Ronald F.
"The Photodimer from B-Nitrostyrene,"
Proceedings of the Iowa Academy of Science, 71(1), 197-205.
Available at: https://scholarworks.uni.edu/pias/vol71/iss1/32