Degree Type

Dissertation

Date of Award

1988

Degree Name

Doctor of Philosophy

Department

Chemistry

First Advisor

Richard C. Larock

Abstract

[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.

DOI

https://doi.org/10.31274/rtd-180813-11914

Publisher

Digital Repository @ Iowa State University, http://lib.dr.iastate.edu/

Copyright Owner

Hanchul Song

Language

en

Proquest ID

AAI8825450

File Format

application/pdf

File Size

171 pages

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