Transannular effects in cage compounds : the alcohol-ketal exchange reaction of 3-methoxy-4-oxahexacyclo [5.4.1.0. 0?. 0?. 0?. ]? dodecane

UNCG Author/Contributor (non-UNCG co-authors, if there are any, appear on document)
William Francis Smith (Creator)
Institution
The University of North Carolina at Greensboro (UNCG )
Web Site: http://library.uncg.edu/
Advisor
James Barborak

Abstract: The transannular effects in a homologous series of dimethoxy cage alochols were studied by use of physical methods such as infrared and nmr spectra. It was shown that a pronounced transannular effect occurred in these cage compounds which manifested itself as an increasingly stronger hydrogen bond between the hydroxyl proton and the endo-methoxyl oxygen as the number of carbon atoms increases in the C bridge. The occurrence of transannular effects in these compounds was also supported by an intramolecular alcohol-ketal exchange reaction and molecular mechanics calculations.

Additional Information

Publication
Thesis
Language: English
Date: 1974
Subjects
Alcohols
Organic compounds

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