About cookies on this site Our websites require some cookies to function properly (required). In addition, other cookies may be used with your consent to analyze site usage, improve the user experience and for advertising. For more information, please review your options. By visiting our website, you agree to our processing of information as described in IBM’sprivacy statement. To provide a smooth navigation, your cookie preferences will be shared across the IBM web domains listed here.
Abstract
Photolyses are reported of 1,5-cyclooctadiene: (i) by sensitization with mercury (3P1) atoms in the vapor phase, (ii) by direct irradiation in solution in the presence of cuprous chloride, and (iii) by irradiation in solution in a complexed state with rhodium chloride. The products from i are a polymer, bicyclo[5.1.0]octene-3 and tricyclo[3.3.0.02,6]octane. The polymer is believed to arise from a primary process which gives rise to free radicals. The other two products which are isomeric to 1,5-cyclooctadiene seem to be formed by intramolecular processes, analogs of which may be found in the photochemistry of 1,5-hexadiene. Process ii gives tricyclooctane in 30% yield while process iii gives 1,3-cyclooctadiene, bicyclo[4.2.0]octene-7, and 1,4-cyclooctadiene. It has been deduced that in ii the cuprous chloride acts merely as a catalyst for the isomerization reaction. © 1964, American Chemical Society. All rights reserved.