The protic acid-catalyzed polymerization of 1,6-anhydro-6-D-glucopyranose (I)
was first reported one-half century ago; however, the mechanism of this reaction
has not been resolved and is the topic under investigation in this thesis. In an
attempt to resolve this mechanism, a number of 1,6-anhydrides structurally related
to 1,6-anhydro-B-D-glucopyranose (I) were prepared and polymerized. The C-2, C-3,
or C-4 hydroxyl group was either specifically blocked, replaced by a hydrogen atom
or positioned different sterically. The relative rates of disappearance of monomer
in the polymerization reaction were measured and this information used to propose
a reaction mechanism.
| Identifer | oai:union.ndltd.org:GATECH/oai:smartech.gatech.edu:1853/5729 |
| Date | 01 January 1969 |
| Creators | Wollwage, Paul C. |
| Publisher | Georgia Institute of Technology |
| Source Sets | Georgia Tech Electronic Thesis and Dissertation Archive |
| Language | en_US |
| Detected Language | English |
| Type | Dissertation |
| Format | 4575903 bytes, application/pdf |
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