Abstract: | Photochromism of a number of arylaroylaziridines has been observed in the solid state or in the rigid matrix. The photochromic behavior is dependent on the intensity of the incident radiation, the reaction medium, the wavelength of light used and on the relationship of the substituents on the three-membered ring. From the visible absorption spectra it is clear that cis-arylaroylaziridines give different colored species than do the trans isomers. These results suggest that the coloration is due to an extensive electrical interaction between the bent bonds of the aziridine ring and the π orbitals of the benzoyl and phenyl groups. Attempts to trap the colored species by co-irradiation with substrates containing a multiple bond failed. A reaction has been found to occur upon heating various arylaroylaziridines with dimethylacetylene dicarboxylate in inert solvents. |