Date of Award


Document Type

Dissertation - Restricted

Degree Name

Doctor of Philosophy (PhD)



First Advisor

Sheldon E. Cremer

Second Advisor

Steven L. Regan

Third Advisor

Daniel T. Haworth

Fourth Advisor

Michael A. McKinney


A general investigation of the aqueous work-up of l-chloro-l-tert.butyl-2,2,3,4,4-pentamethylphosphetanium chloride was carried out. The chloride salt was found to be rather unreactive towards water and underwent slow cis ⇄ trans isomerization by a pseudorotational mechanism. The stereochemical outcome of water treatment was similar to that of other phosphetanium salts studied in this laboratory. Low temperature nmr studies of l-chloro-l-phenyl-2,2,3,4,4-pentamethyl and l-chloro-1.2,2,3,4,4-hexamethylphosphetanlum chlorides supported the concept of isomer interconversion through a pseudorotational process. The hydrogen bromide addition product of both cis- and trans-1,2,2,3,4,4-hexamethylphosphetane l-oxide were made. No isomer interconversion of these adducts was observed when they were heated.




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