Date of Award
Doctor of Philosophy
Richard C. Larock
[pi]-Allylpalladium compounds have been prepared from alkenylcycloalkanes bearing 3- and 4-membered rings by reaction with organomercurials and dilithium tetrachloropalladate through a novel palladium-promoted ring-opening process. In the second part of the thesis, [pi]-allylpalladium compounds prepared in situ from various acetoxy-substituted dienes and functionally substituted organomercurials react with base to provide a new route to dihydrobenzofurans and lactones. In the part three of the thesis, cyclic alkenes bearing vinylic halides have been shown to undergo facile, palladium catalyzed cyclization to afford a wide variety of bicyclic cycloalkenes. This methodology allows one to close a 5- or 6-membered ring onto 5-, 6-, and 7-membered ring cyclic alkenes.
Digital Repository @ Iowa State University, http://lib.dr.iastate.edu/
Song, Hanchul, "Preparation and utilization of organopalladium intermediates " (1988). Retrospective Theses and Dissertations. 9729.